UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

FORM 10-Q

x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the quarterly period ended June 30, 2014

OR

o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the transition period from              to             

Commission File No. 000-51401

FEDERAL HOME LOAN BANK OF CHICAGO

(Exact name of registrant as specified in its charter)

Federally chartered corporation	36-6001019
(State or other jurisdiction of incorporation or organization)	(I.R.S. Employer Identification No.)
200 East Randolph Drive Chicago, IL	60601
(Address of principal executive offices)	(Zip Code)

Registrant's telephone number, including area code: (312) 565-5700

Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days. Yes x No o

Indicate by check mark whether the registrant has submitted electronically and posted on its corporate Web site, if any, every Interactive Data File required to be submitted and posted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit and post such files). Yes x No o

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, or a smaller reporting company. See the definitions of “large accelerated filer,” “accelerated filer” and “smaller reporting company” in Rule 12b-2 of the Exchange Act. (Check one)

Large accelerated filer   o	Accelerated filer  o
Non-accelerated filer   x  (Do not check if a smaller reporting company)	Smaller reporting company   o

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act).  Yes o No x

As of July 31, 2014, including mandatorily redeemable capital stock, registrant had 18,303,381 total outstanding shares of Class B Capital Stock.

1

TABLE OF CONTENTS

PART I - FINANCIAL INFORMATION		3
Item 1.	Financial Statements (unaudited).	3
	Statements of Condition	3
	Statements of Income	4
	Statements of Comprehensive Income	5
	Statements of Capital	6
	Condensed Statements of Cash Flows	7
	Note 1 - Background and Basis of Presentation	8
	Note 2 - Summary of Significant Accounting Policies	9
	Note 3 - Recently Issued but Not Yet Adopted Accounting Standards	9
	Note 4 - Interest Income and Interest Expense	11
	Note 5 - Investment Securities	12
	Note 6 - Advances	18
	Note 7 - MPF Loans	19
	Note 8 - Allowance for Credit Losses	20
	Note 9 - Derivatives and Hedging Activities	24
	Note 10 - Consolidated Obligations	29
	Note 11 - Capital and Mandatorily Redeemable Capital Stock	30
	Note 12 - Accumulated Other Comprehensive Income (Loss)	31
	Note 13 - Fair Value Accounting	32
	Note 14 - Commitments and Contingencies	36
	Note 15 - Transactions with Members and Other FHLBs	37
Item 2.	Management's Discussion and Analysis of Financial Condition and Results of Operations.	38
Item 3.	Quantitative and Qualitative Disclosures about Market Risk.	58
Item 4.	Controls and Procedures.	60
PART II - OTHER INFORMATION		61
Item 1.	Legal Proceedings.	61
Item 1A.	Risk Factors.	61
Item 2.	Unregistered Sales of Equity Securities and Use of Proceeds.	62
Item 3.	Defaults upon Senior Securities.	62
Item 4.	Mine Safety Disclosures.	62
Item 5.	Other Information.	62
Item 6.	Exhibits.	62
Glossary of Terms		63
Signatures		S-1

2

Federal Home Loan Bank of Chicago

PART I - FINANCIAL INFORMATION

Item 1.    Financial Statements.

Statements of Condition (unaudited)

(Dollars in millions, except capital stock par value)

	June 30, 2014		December 31, 2013
Assets
Cash and due from banks	$	23	$	971
Interest bearing deposits	560		—
Federal Funds sold	1,795		500
Securities purchased under agreements to resell	3,950		4,550
Investment securities -
Trading, $54 and $32 pledged	1,684		1,899
Available-for-sale	20,909		21,536
Held-to-maturity, $7,991 and $8,618 fair value	7,227		7,917
Total investment securities	29,820		31,352
Advances, $40 and $30 carried at fair value	24,782		23,489
MPF Loans held in portfolio, net of allowance for credit losses of $(19) and $(29)	6,894		7,695
Accrued interest receivable	86		93
Derivative assets	36		35
Software and equipment, net of accumulated amortization/depreciation of $(162) and $(157)	33		33
Other assets	78		79
Total assets	$	68,057	$	68,797
Liabilities
Deposits	$	532	$	544
Consolidated obligations, net -
Discount notes, $0 and $75 carried at fair value	23,795		31,089
Bonds, $4,235 and $1,021 carried at fair value	38,021		31,987
Total consolidated obligations, net	61,816		63,076
Accrued interest payable	137		137
Mandatorily redeemable capital stock	5		5
Derivative liabilities	62		108
Affordable Housing Program assessment payable	84		78
Other liabilities (including $120 and $0 payable to other FHLBs)	243		140
Subordinated notes	944		944
Total liabilities	63,823		65,032
Commitments and contingencies - see Notes to the Financial Statements
Capital
Class B1 - putable $100 par value - 7 million and 6 million shares issued and outstanding	688		629
Class B2 - putable $100 par value - 11 million and 10 million shares issued and outstanding	1,108		1,041
Total Capital stock	1,796		1,670
Retained earnings - unrestricted	1,988		1,853
Retained earnings - restricted	210		175
Total retained earnings	2,198		2,028
Accumulated other comprehensive income (loss) (AOCI)	240		67
Total capital	4,234		3,765
Total liabilities and capital	$	68,057	$	68,797

The accompanying notes are an integral part of these financial statements (unaudited).

3

Federal Home Loan Bank of Chicago

Statements of Income (unaudited)

(Dollars in millions)

	Three months ended June 30,						Six months ended June 30,
	2014			2013			2014			2013
Interest income	$	345		$	380		$	700		$	783
Interest expense	226			282			454			572
Net interest income before provision for credit losses	119			98			246			211
Provision for (reversal of) credit losses	(3		)	(2		)	(6		)	(2		)
Net interest income	122			100			252			213
Non-interest gain (loss) on -
Trading securities	(7		)	(3		)	(12		)	(9		)
Derivatives and hedging activities	2			28			(12		)	30
Instruments held under fair value option	(3		)	2			1			3
Litigation settlement awards	17			—			17			—
Other, net	4			8			9			12
Total non-interest gain (loss)	13			35			3			36
Non-interest expense -
Compensation and benefits	16			14			32			28
Other operating expenses	12			11			22			20
FHFA	1			1			2			2
Office of Finance	1			1			2			2
Other community investment	—			(50		)	—			(50		)
Other	1			(2		)	3			(2		)
Total non-interest expense	31			(25		)	61			—
Income before assessments	104			160			194			249
Affordable Housing Program assessment	10			11			19			20
Net income	$	94		$	149		$	175		$	229

The accompanying notes are an integral part of these financial statements (unaudited).

4

Federal Home Loan Bank of Chicago

Statements of Comprehensive Income (unaudited)

(Dollars in millions)

	Three months ended June 30,						Six months ended June 30,
	2014			2013			2014		2013
Net income	$	94		$	149		$	175	$	229
Other comprehensive income (loss) -
Net unrealized gain (loss) on available-for-sale securities	81			(352		)	136		(437		)
Non-credit OTTI on available-for-sale securities	—			2			—		8
Net unrealized gain (loss) on held-to-maturity securities transferred from available-for-sale	—			—			—		1
Non-credit OTTI on held-to-maturity securities	14			16			28		31
Net unrealized gain (loss) on cash flow hedges	(15		)	235			6		320
Post retirement plans	2			—			3		1
Other comprehensive income (loss)	82			(99		)	173		(76		)
Comprehensive income	$	176		$	50		$	348	$	153

The accompanying notes are an integral part of these financial statements (unaudited).

5

Federal Home Loan Bank of Chicago

Statements of Capital (unaudited)

(Dollars and shares in millions)

	Capital Stock - Putable - B1					Capital Stock - Putable - B2					Total Capital Stock					Retained Earnings
	Shares		Value			Shares		Value			Shares		Value			Unrestricted				Restricted		Total			AOCI			Total
December 31, 2012	1		$	122		15		$	1,528		16		$	1,650		$	1,584			$	107	$	1,691		$	107		$	3,448
Total comprehensive income																194				35		229			(76		)	153
Proceeds from issuance of capital stock	1		119			1		40			2		159															159
Repurchases of capital stock	—		(24		)	(2	)	(189		)	(2	)	(213		)													(213		)
Capital stock reclassified to mandatorily redeemable capital stock	(1	)	(56		)	—		—			(1	)	(56		)													(56		)
Transfers between B1 and B2 capital stock	—		(10		)	—		10
Cash dividends - class B1 (0.30% annualized rate)																—			*			—						—
Cash dividends - class B2 (0.30% annualized rate)																(3		)				(3		)				(3		)
June 30, 2013	1		$	151		14		$	1,389		15		$	1,540		$	1,775			$	142	$	1,917		$	31		$	3,488
December 31, 2013	7		$	629		10		$	1,041		17		$	1,670		$	1,853			$	175	$	2,028		$	67		$	3,765
Total comprehensive income																140				35		175			173			348
Proceeds from issuance of capital stock	2		152			—		37			2		189															189
Repurchases of capital stock	(1	)	(17		)	—		(46		)	(1	)	(63		)													(63		)
Transfers between B1 and B2 capital stock	(1	)	(76		)	1		76
Cash dividends - class B1 (1.40% annualized rate)																(3		)				(3		)				(3		)
Cash dividends - class B2 (0.40% annualized rate)																(2		)				(2		)				(2		)
June 30, 2014	7		$	688		11		$	1,108		18		$	1,796		$	1,988			$	210	$	2,198		$	240		$	4,234

* Less than $1 million.

The accompanying notes are an integral part of these financial statements (unaudited).

6

Federal Home Loan Bank of Chicago

Condensed Statements of Cash Flows (unaudited)

(Dollars in millions)

	Six months ended June 30,	2014				2013
Operating-	Net cash provided by (used in) operating activities	$	333			$	486
Investing-	Net change Federal Funds sold	(1,295		)		(2,186		)
	Net change securities purchased under agreements to resell	600				1,975
	Net change interest bearing deposits	(560		)		—
	Advances-
	Principal collected	121,002				142,943
	Issued	(122,233		)		(145,168		)
	MPF Loans held in portfolio-
	Principal collected	840				1,596
	Purchases	(36		)		(33		)
	Trading securities-
	Sales	2,002				—
	Proceeds from maturities and paydowns	14				2,008
	Purchases	(1,812		)		(1,060		)
	Held-to-maturity securities-
	Short-term held-to-maturity securities, net	211			a	487			a
	Proceeds from maturities	548				946
	Purchases	(18		)		(7		)
	Available-for-sale securities-
	Proceeds from maturities	782				561
	Proceeds from sale of foreclosed assets	43				53
	Capital expenditures for software and equipment	(5		)		(4		)
	Net cash provided by (used in) investing activities	83				2,111
Financing-	Net change deposits	(12		)		(100		)
	Net change in other short-term borrowings from other FHLBs	120				—
	Net proceeds from issuance of consolidated obligations-
	Discount notes	580,193				397,096
	Bonds	13,843				12,865
	Payments for maturing and retiring consolidated obligations-
	Discount notes	(587,486		)		(406,772		)
	Bonds	(8,113		)		(8,784		)
	Net proceeds (payments) on derivative contracts with financing element	(30		)		(35		)
	Proceeds from issuance of capital stock	189				159
	Repurchase or redemption of capital stock	(63		)		(213		)
	Redemptions of mandatorily redeemable capital stock	—				(59		)
	Cash dividends paid	(5		)		(3		)
	Net cash provided by (used in) financing activities	(1,364		)		(5,846		)
	Net increase (decrease) in cash and due from banks	(948		)		(3,249		)
	Cash and due from banks at beginning of year	971				3,564
	Cash and due from banks at end of period	$	23			$	315
Supplemental-	Capital stock reclassified to mandatorily redeemable capital stock	$	—			$	56
	Transfer of MPF Loans to real estate owned	37				44

^a  Short-term held-to-maturity securities, net, consists of investment securities with a maturity of less than 90 days when purchased.

The accompanying notes are an integral part of these financial statements (unaudited).

7

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 1 – Background and Basis of Presentation

The Federal Home Loan Bank of Chicago ^a is a federally chartered corporation and one of 12 Federal Home Loan Banks (the FHLBs) that, with the Office of Finance, comprise the Federal Home Loan Bank System (the System).  The FHLBs are government-sponsored enterprises (GSE) of the United States of America and were organized under the Federal Home Loan Bank Act of 1932, as amended (FHLB Act), in order to improve the availability of funds to support home ownership.  The FHLBs are regulated by the Federal Housing Finance Agency (FHFA), an independent federal agency. We provide credit to members principally in the form of secured loans called advances. We also provide liquidity for home mortgage loans to members approved as Participating Financial Institutions (PFIs) through the Mortgage Partnership Finance^® (MPF^®) Program ^b.

Our accounting and financial reporting policies conform to generally accepted accounting principles in the United States of America (GAAP). Amounts in prior periods may be reclassified to conform to the current presentation and if material are disclosed in the following notes.

In the opinion of management, all normal recurring adjustments have been included for a fair statement of this interim financial information. These unaudited financial statements and the following footnotes should be read in conjunction with the audited financial statements and footnotes for the year ended December 31, 2013, included in our Annual Report on Form 10-K (2013 Form 10-K) starting on page F-1, as filed with the SEC.

Use of Estimates

The preparation of financial statements in accordance with GAAP requires us to make assumptions and estimates that may affect the reported amounts of assets and liabilities, the disclosure of contingent assets and liabilities, and the reported amounts of income and expense. The most significant of these assumptions and estimates apply to the following:

• Determination of other-than-temporary impairments of securities;

• Allowance for credit losses; and

• Fair value measurements. See Note 2 - Summary of Significant Accounting Policies and Note 13 - Fair Value Accounting for more information.

Actual results could differ from these assumptions and estimates.

Consolidation of Variable Interest Entities

We do not consolidate any of our investments in variable interest entities. Our investments in variable interest entities include, but are not limited to, senior interests in private label mortgage backed securities (MBS), and Family Federal Education Loan Program (FFELP) asset backed securities (ABS). We determined that we are not the primary beneficiary in any of these investments in variable interest entities as of the periods presented.  Refer to our 2013 Form 10-K Note 1 - Background and Basis of Presentation for further details.

Statements of Cash Flows

For purposes of the statements of cash flows, we consider only cash and due from banks as cash and cash equivalents.

Gross versus Net Presentation of Financial Instruments

We present our derivative assets and liabilities on a net basis in our statements of condition. We net cash collateral, including initial and variation margin, and accrued interest received from or pledged to clearing agents and/or our counterparties. The fair values of derivatives are netted by clearing agent and/or counterparty where we have a legal right of setoff, by contract (e.g., master netting agreement) or otherwise, to discharge all or a portion of the debt owed to our counterparty by applying against the debt an amount that our counterparty owes to us. Our right of setoff is enforceable at law. We have analyzed the enforceability of offsetting rights incorporated in our cleared derivative transactions and determined that the exercise of those offsetting rights by a non-defaulting party under these transactions should be upheld under applicable law upon an event of default including a bankruptcy, insolvency or similar proceeding involving the clearinghouse or our clearing agent, or both. Based on this analysis, we present a net derivative receivable or payable for all of our transactions through a particular clearing agent with a particular clearinghouse. Our net exposure for derivative transactions may change on a daily basis, which may result in a delay between the time the change in our net exposure is identified and additional collateral is requested, and the time such collateral is received or pledged. Our net exposure also may be affected by a delay in the return of excess collateral. For derivative instruments that meet the requirements for netting, any excess cash collateral received or pledged relative to our position with a counterparty is recognized as a derivative liability or derivative asset.

We present our securities purchased under agreements to resell on a gross basis. Further, we do not have any securities sold under agreements to repurchase that we would be able to offset against our securities purchased under agreements to resell. Our securities

8

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

purchased under agreements to resell were fully collateralized for the periods presented based on the fair value of the underlying collateral. As a result, our net exposure for securities purchased under agreements to resell was zero for the periods presented. Separately, we do not have any securities borrowing or lending transactions for the periods presented.

^a  Unless otherwise specified, references to we, us, our, and the Bank are to the Federal Home Loan Bank of Chicago.

^b  “Mortgage Partnership Finance”, “MPF”, and “MPF Xtra” are registered trademarks of the Federal Home Loan Bank of Chicago. “Community First” is a trademark of the Federal Home Loan Bank of Chicago.

Note 2 – Summary of Significant Accounting Policies

Our Summary of Significant Accounting Policies can be found in our 2013 Form 10-K starting on page F-11.

Joint and Several Liability Arrangements

We adopted new GAAP guidance applicable to joint and several liability arrangements effective January 1, 2014. Under the new guidance, joint and several liability arrangements for which the total amount of the obligation is fixed at the reporting date and any additional estimated amount we expect to pay on behalf of other FHLBs is measured and recognized at the reporting date. Transition to the new guidance was done on a retrospective basis. The new guidance did not have an effect on either our current or prior operating activities or financial statements. For further discussion of our joint and several liability see Note 10 - Consolidated Obligations to the financial statements.

Litigation Settlement Awards and related Litigation Settlement Legal Expenses

In the second quarter of 2014 we recognized $17 million in litigation settlement awards, offset by $2 million of litigation settlement legal expenses. The awards were recorded in "Non-interest gain (loss) on - Litigation settlement awards". The expenses were recorded in "Non-interest expense - Other". These awards and expenses were recognized when realized. See page F-17 in Note 2 – Summary of Significant Accounting Policies to the financial statements in our 2013 Form 10-K for further details.

Note 3 – Recently Issued but Not Yet Adopted Accounting Standards

Repurchase-to-Maturity Transactions, Repurchase Financings, and Disclosures

In June of 2014, the FASB issued new accounting guidance that changes the accounting treatment for repurchase-to-maturity transactions and repurchase financing transactions. The new accounting guidance also requires additional disclosures for these transactions. The key provisions are outlined below. The new accounting guidance is effective for annual and interim reporting periods beginning January 1, 2015. An entity is required to present changes in accounting for transactions outstanding on the effective date as a cumulative-effect adjustment to retained earnings as of January 1, 2015. The new guidance additional disclosure requirements are effective for annual and interim reporting periods beginning January 1, 2015, with the exception of interim disclosures for repurchase agreements, securities lending transactions, and repurchase-to-maturity transactions, which are effective for reporting periods beginning after March 15, 2015.

• Repurchase-to-maturity transactions will now be accounted for as secured borrowings rather than as a sale.

• A repurchase financing, which is a type of repurchase agreement executed contemporaneously with the initial transfer of a financial asset to the same counterparty, will be accounted for as a separate transaction. Existing GAAP generally accounts for the repurchase agreement and initial transfer as linked transactions, which results in the repurchase agreement being recorded as a derivative agreement in the transferee’s financial statements. The repurchase agreement will be accounted for as a secured borrowing by the transferee under the new guidance. The transferor will be required to assess whether the initial transfer of a financial asset qualifies for sales accounting treatment; however, the repurchase agreement is not a factor in determining whether the transferor has surrendered control of the transferred financial assets. Specifically, the transferor’s continuing involvement resulting from the repurchase agreement does not apply when determining sales accounting treatment. Further, the guidance requiring all arrangements to be considered does not apply to the repurchase agreement.

• Additional disclosures are required by the transferor in cases where the transferor accounted for a transfer of financial assets as a sale but retained substantially all of the exposure to the economic return on the transferred financial asset throughout the term of the transaction. In particular, the transferor will make disclosures to provide financial statement users with information that allows them to determine the financial statement effect had the transfer not been accounted for as a sale.

9

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

We are in the process of determining what, if any, impact this may have on our operating activities and financial statements.

Revenue from Contracts with Customers

In May of 2014, the FASB issued new guidance governing revenue recognition from contracts with customers. Financial instruments and other contractual rights within the scope of other GAAP guidance are excluded from the scope of this new revenue recognition guidance. In this regard, a majority of our contracts with members would be excluded from the scope of this new guidance. The core principle of the guidance is that an entity should recognize revenue to depict the transfer of promised goods or services to customers in an amount that reflects the consideration to which the entity expects to be entitled in exchange for those goods or services. To achieve that core principle, an entity should apply the following steps:

• Step 1: Identify the contract(s) with a customer.

• Step 2: Identify the performance obligations in the contract.

• Step 3: Determine the transaction price.

• Step 4: Allocate the transaction price to the performance obligations in the contract.

• Step 5: Recognize revenue when (or as) the entity satisfies a performance obligation.

The new revenue recognition guidance becomes effective for annual interim reporting periods beginning January 1, 2017. We are in the process of reviewing our contracts with members to determine the effect, if any, on our operating activities and financial statements.

Reclassification of Residential Real Estate Collateralized Consumer Mortgage Loans upon Foreclosure

In January of 2014, the FASB issued new accounting guidance clarifying when consumer mortgage loans collateralized by real estate should be reclassified to Real Estate Owned (REO). Specifically, such collateralized mortgage loans should be reclassified to REO when either the creditor obtains legal title to the residential real estate property upon completion of a foreclosure or the borrower conveys all interest in the residential real estate property to the creditor to satisfy that loan through completion of a deed in lieu of foreclosure or through a similar legal agreement. The new guidance becomes effective January 1, 2015 for interim and annual periods of the Bank. The new guidance may be adopted under either the modified retrospective transition method or the prospective transition method. We are in the process of determining its effect, if any, on our operating activities and financial statements.

Asset Classification and Charge-off Provisions

On April 9, 2012, the FHFA issued Advisory Bulletin 2012-02, Framework for Adversely Classifying Loans, Other Real Estate Owned, and Other Assets and Listing Assets for Special Mention (AB 2012-02). The guidance in AB 2012-02 is generally consistent with the Uniform Retail Credit Classification and Account Management Policy issued by the federal banking regulators in June 2000. AB 2012-02 establishes a standard and uniform methodology for classifying assets, prescribes the timing of asset charge-offs (excluding investment securities), provides measurement guidance with respect to determining our allowance for credit losses, and fair value measurement guidance for REO (e.g., use of appraisals). Subsequent to the issuance of AB 2012-02, the FHFA issued interpretative guidance clarifying that implementation of the asset classification framework may occur in two phases. We implemented the asset classification provisions effective January 1, 2014. As permitted under AB 2012-02, we will implement the charge-off provisions effective January 1, 2015 on a prospective basis. We are in the process of determining the financial statement effects, if any, of implementing AB 2012-02 charge-off provisions on our operating activities and financial statements.

10

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 4 – Interest Income and Interest Expense

The following table presents interest income and interest expense for the periods indicated:

	Three months ended June 30,						Six months ended June 30,
	2014			2013			2014			2013
Interest income -
Federal Funds sold, securities purchased under agreements to resell, and interest bearing deposits	$	3		$	2		$	4		$	6
Investment securities -
Trading	8			3			15			9
Available-for-sale	136			148			279			297
Held-to-maturity	74			82			151			172
Total investment securities	218			233			445			478
Advances -
Advance interest income	35			34			73			70
Advance prepayment fees	3			8			4			13
Total Advances	38			42			77			83
MPF Loans held in portfolio, net	86			103			174			216
Total interest income	345			380			700			783
Interest expense -
Discount notes	66			74			133			151
Bonds	147			193			294			392
Total consolidated obligations	213			267			427			543
Subordinated notes	13			15			27			29
Total interest expense	226			282			454			572
Net interest income before provision for credit losses	119			98			246			211
Provision for (reversal of) credit losses	(3		)	(2		)	(6		)	(2		)
Net interest income	$	122		$	100		$	252		$	213

11

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 5 – Investment Securities

Our major security types presented in the tables below are defined as follows:

• U.S. Government & other government related may consist of the sovereign debt of the United States; debt issued by Fannie Mae, Freddie Mac, and the Federal Farm Credit Banks Funding Corporation; and non-mortgage-backed securities of the Small Business Administration, Federal Deposit Insurance Corporation (FDIC), and Tennessee Valley Authority.

• Federal Family Education Loan Program - asset backed securities (FFELP ABS).

• Government Sponsored Enterprises (GSE) residential mortgage-backed securities (MBS) issued by Fannie Mae and Freddie Mac.

• Government-guaranteed residential MBS .

• Private-label residential MBS.

• State or local housing agency obligations.

Gains and losses on sales of securities are determined using the specific identification method and are included in non-interest gain (loss) on the statements of income.

Pledged Collateral

We transact most of our derivatives with large banks and major broker-dealers. Derivative transactions may be entered into either through an over-the-counter bilateral agreement with an individual counterparty or through a Futures Commission Merchant (FCM or clearing member) with a derivatives clearing organization (clearinghouse). We may pledge investment securities as collateral under these agreements, and in such cases, the amount pledged will be noted on the face of the statements of condition. We pledged $54 million of investment securities as collateral for our initial margin with derivative clearing organizations as of June 30, 2014, and $32 million as of December 31, 2013. See Note 9 - Derivatives and Hedging Activities for further details.

Trading Securities

The following table presents the fair value of our trading securities. We had no material gains or losses realized from the sales of trading securities.

As of	June 30, 2014		December 31, 2013
U.S. Government & other government related	$	1,613	$	1,823
MBS:
GSE residential	69		74
Government-guaranteed residential	2		2
Total MBS	71		76
Trading securities	$	1,684	$	1,899

At June 30, 2014, and 2013, we had net year-to-date unrealized gains (losses) of $(10) million and $(9) million on trading securities still held at period end.

12

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Amortized Cost Basis and Fair Value – Available-for-Sale Securities (AFS)

	Amortized Cost Basis		Gross Unrealized Gains in AOCI		Gross Unrealized Losses in AOCI			Carrying Amount and Fair Value
As of June 30, 2014
U.S. Government & other government related	$	513	$	34	$	—		$	547
FFELP ABS	6,144		456		(14		)	6,586
MBS:
GSE residential	10,555		600		(12		)	11,143
Government-guaranteed residential	2,441		119		—			2,560
Private-label residential	68		5		—			73
Total MBS	13,064		724		(12		)	13,776
Total	$	19,721	$	1,214	$	(26	)	$	20,909
As of December 31, 2013
U.S. Government & other government related	$	560	$	29	$	(1	)	$	588
FFELP ABS	6,395		425		(17		)	6,803
MBS:
GSE residential	10,888		518		(24		)	11,382
Government-guaranteed residential	2,572		119		—			2,691
Private-label residential	69		3		—			72
Total MBS	13,529		640		(24		)	14,145
Total	$	20,484	$	1,094	$	(42	)	$	21,536

13

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Amortized Cost Basis, Carrying Amount, and Fair Value - Held-to-Maturity Securities (HTM)

	Amortized Cost Basis		Non-credit OTTI Recognized in AOCI (Loss)			Carrying Amount		Gross Unrecognized Holding  Gains		Gross Unrecognized Holding  Losses			Fair Value
As of June 30, 2014
U.S. Government & other government related	$	1,968	$	—		$	1,968	$	69	$	(1	)	$	2,036
State or local housing agency	21		—			21		—		—			21
MBS:
GSE residential	2,908		—			2,908		208		—			3,116
Government-guaranteed residential	1,200		—			1,200		36		—			1,236
Private-label residential	1,422		(292		)	1,130		453		(1		)	1,582
Total MBS	5,530		(292		)	5,238		697		(1		)	5,934
Total	$	7,519	$	(292	)	$	7,227	$	766	$	(2	)	$	7,991
As of December 31, 2013
U.S. Government & other government related	$	2,259	$	—		$	2,259	$	42	$	(1	)	$	2,300
State or local housing agency	22		—			22		—		—			22
MBS:
GSE residential	3,193		—			3,193		186		—			3,379
Government-guaranteed residential	1,248		—			1,248		32		—			1,280
Private-label residential	1,515		(320		)	1,195		444		(2		)	1,637
Total MBS	5,956		(320		)	5,636		662		(2		)	6,296
Total	$	8,237	$	(320	)	$	7,917	$	704	$	(3	)	$	8,618

14

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Aging of Unrealized Temporary Losses

The following tables present unrealized temporary losses on our AFS and HTM portfolio for periods less than 12 months and for 12 months or more. We recognized no OTTI charges on these unrealized loss positions because we expect to recover the entire amortized cost basis, we do not intend to sell these securities, and we believe it is more likely than not that we will not be required to sell them prior to recovering their amortized cost basis. In the tables below, in cases where the gross unrealized losses for an investment category are less than $1 million, the losses are not reported.

Available-for-Sale Securities

	Less than 12 Months					12 Months or More					Total
	Fair Value		Gross Unrealized Losses			Fair Value		Gross Unrealized Losses			Fair Value		Gross Unrealized Losses
As of June 30, 2014
FFELP ABS	$	—	$	—		$	936	$	(14	)	$	936	$	(14	)
MBS:
GSE residential	—		—			2,073		(12		)	2,073		(12		)
Private-label residential	—		—			1		—			1		—
Total MBS	—		—			2,074		(12		)	2,074		(12		)
Total	$	—	$	—		$	3,010	$	(26	)	$	3,010	$	(26	)
As of December 31, 2013
U.S. Government & other government related	$	40	$	(1	)	$	—	$	—		$	40	$	(1	)
FFELP ABS	22		—			969		(17		)	991		(17		)
MBS:
GSE residential	—		—			3,293		(24		)	3,293		(24		)
Private-label residential	—		—			9		—			9		—
Total MBS	—		—			3,302		(24		)	3,302		(24		)
Total	$	62	$	(1	)	$	4,271	$	(41	)	$	4,333	$	(42	)

15

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Held-to-Maturity Securities

	Less than 12 Months					12 Months or More					Total
	Fair Value		Gross Unrealized Losses			Fair Value		Gross Unrealized Losses			Fair Value		Gross Unrealized Losses
As of June 30, 2014
U.S. Government & other government related	$	14	$	—		$	4	$	(1	)	$	18	$	(1	)
State or local housing agency	10		—			—		—			10		—
MBS:
GSE residential	—		—			6		—			6		—
Private-label residential	17		—			1,483		(293		)	1,500		(293		)
Total MBS	17		—			1,489		(293		)	1,506		(293		)
Total	$	41	$	—		$	1,493	$	(294	)	$	1,534	$	(294	)
As of December 31, 2013
U.S. Government & other government related	$	85	$	(1	)	$	—	$	—		$	85	$	(1	)
State or local housing agency	10		—			—		—			10		—
MBS:
GSE residential	10		—			—		—			10		—
Private-label residential	—		—			1,532		(322		)	1,532		(322		)
MBS	10		—			1,532		(322		)	1,542		(322		)
Total	$	105	$	(1	)	$	1,532	$	(322	)	$	1,637	$	(323	)

Contractual Maturity Terms

The table below presents the amortized cost basis and fair value of AFS and HTM securities by contractual maturity, excluding ABS and MBS securities. These securities are excluded because their expected maturities may differ from their contractual maturities if borrowers of the underlying loans elect to prepay their loans.

	Available-for-Sale				Held-to-Maturity
As of June 30, 2014	Amortized Cost Basis		Carrying Amount and Fair Value		Carrying Amount		Fair  Value
Year of Maturity -
Due in one year or less	$	—	$	—	$	464	$	464
Due after one year through five years	113		120		54		54
Due after five years through ten years	3		3		431		449
Due after ten years	397		424		1,040		1,090
ABS and MBS without a single maturity date	19,208		20,362		5,238		5,934
Total securities	$	19,721	$	20,909	$	7,227	$	7,991

16

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Other-Than-Temporary Impairment

We recognize credit losses into earnings on securities in an unrealized loss position for which we do not expect to recover the entire amortized cost basis. Non-credit losses are recognized in AOCI since we do not intend to sell these securities and we believe it is more likely than not that we will not be required to sell any investment security before the recovery of its amortized cost basis. The non-credit loss in AOCI on HTM securities are accreted back into the HTM securities over their remaining lives as an increase to the carrying amount, since we ultimately expect to collect these amounts. See Statements of Comprehensive Income on page 5.

Significant Inputs Used to Determine OTTI

Our analysis for OTTI on our private-label MBS includes key modeling assumptions, significant inputs, and methodologies provided by an FHLB System OTTI Governance Committee, formed to achieve consistency among the FHLBs in their analyses of OTTI. We use the information provided to generate cash flow projections used in analyzing credit losses and determining OTTI. We are responsible for making our own determination of impairment, which includes determining the reasonableness of assumptions, significant inputs, and methodologies used, and performing the required present value calculations using appropriate historical cost bases and yields. Previously, long-term home price projections following the short-term period were projected to recover using one of five different recovery paths. Starting this quarter, a unique path is projected for each geographic area based on an internally developed framework derived from historical data.

Unpaid Principal Balance, Amortized Cost, Carrying Amount, and Fair Value - OTTI Private-Label MBS

The table below presents private-label MBS that have incurred OTTI at some point in time since we acquired the security. Each private-label MBS presented below is classified as prime, subprime, or Alt-A. Such classification depends upon the nature of the majority of underlying mortgages collateralizing each private-label MBS based on the issuer's classification, or as published by a nationally recognized statistical rating organization (NRSRO), at the time of issuance of the MBS.

As of June 30, 2014	Unpaid Principal Balance		Amortized Cost Basis		Non-Credit OTTI			Gross Unrealized Gains		Carrying Amount		Fair Value
OTTI AFS Securities- Private-label residential MBS:
Alt-A	$	100	$	67	$	—		$	5	$	72	$	72
OTTI HTM Securities- Private-label residential MBS:
Prime	$	1,090	$	856	$	(213	)	$	—	$	643	$	929
Subprime	674		421		(79		)	—		342		508
Total OTTI HTM securities	$	1,764	$	1,277	$	(292	)	$	—	$	985	$	1,437

The following table presents the changes in the cumulative amount of credit losses (recognized into earnings) on OTTI investment securities for the periods stated.

	Three months ended June 30,							Six months ended June 30,
	2014				2013			2014			2013
Beginning Balance	$	663			$	710		$	677		$	717
Reductions:				3
Increases in cash flows expected to be collected that have been recognized as accretion into net interest income	(14		)	5	(9		)	(28		)	(16		)
Ending Balance	$	649			$	701		$	649		$	701

17

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 6 – Advances

We offer a wide range of fixed- and variable-rate advance products with different maturities, interest rates, payment characteristics and optionality. We did not have any advances with embedded features that met the requirements to separate the embedded feature from the host contract and designate the embedded feature as a stand-alone derivative at June 30, 2014, and December 31, 2013. The following table presents our advances by callable/putable features:

As of	June 30, 2014		December 31, 2013
Noncallable/nonputable	$	21,957	$	20,259
Callable	990		1,440
Putable	1,709		1,726
Total par value	24,656		23,425
Hedging adjustments	104		39
Other adjustments	22		25
Total advances	$	24,782	$	23,489

The following table presents our advances by redemption terms:

As of June 30, 2014	Amount		Weighted Average Interest Rate			Next Maturity or Call Date		Next Maturity or Put Date
Due in one year or less	$	6,219	0.43	%		$	7,209	$	7,927
One to two years	2,142		1.34	%		1,942		1,696
Two to three years	1,778		3.16	%		1,620		1,250
Three to four years	4,516		1.13	%	a	4,089		3,826
Four to five years	8,627		0.23	%	a	8,427		8,608
More than five years	1,374		3.48	%		1,369		1,349
Total par value	$	24,656	0.93	%		$	24,656	$	24,656

^a  Low weighted average interest rate is relatively lower when compared to other categories due to a majority of advances in this category consisting of variable rate advances which are at low current market rates of interest.

We lend to members within our district according to Federal statutes, including the FHLB Act. The FHLB Act requires us to hold, or have access to, collateral to secure our advances, and we do not expect to incur any credit losses on advances. We have policies and procedures in place that are designed to manage our credit risk, including requirements for physical possession or control of pledged collateral, restrictions on borrowing, verifications of collateral and continuous monitoring of borrowings and the member's financial condition. We continue to monitor the collateral and creditworthiness of our borrowers. Based on the collateral pledged as security for advances and our credit analyses of our members' financial condition and our credit extension and collateral policies, we expect to collect all amounts due according to the contractual terms of our advances. See Note 8 - Allowance for Credit Losses for information related to our credit risk on advances and allowance methodology for credit losses.

18

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 7 – MPF Loans

The following table presents information on MPF Loans held in our portfolio by contractual maturity at the time of purchase. All are fixed-rate. Government is comprised of loans insured by the Federal Housing Administration (FHA) or the Department of Housing and Urban Development (HUD) and loans guaranteed by the Department of Veteran Affairs (VA) or Department of Agriculture Rural Housing Service (RHS).

As of	June 30, 2014			December 31, 2013
Medium term (15 years or less)	$	1,366		$	1,672
Long term (greater than 15 years)	5,465			5,959
Total unpaid principal balance	6,831			7,631
Net premiums, credit enhancement and deferred loan fees	24			27
Hedging adjustments	58			66
Total before allowance for credit losses	6,913			7,724
Allowance for credit losses on MPF Loans	(19		)	(29		)
Total MPF Loans held in portfolio, net	$	6,894		$	7,695
Conventional mortgage loans	$	5,283		$	5,969
Government insured mortgage loans	1,548			1,662
Total unpaid principal balance	$	6,831		$	7,631

See Note 8 - Allowance for Credit Lossesfor information related to our credit risk on MPF Loans and allowance for credit losses methodology.

19

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 8 – Allowance for Credit Losses

We have established an allowance methodology for each of our portfolio segments:

•credit products (advances, letters of credit and other extensions of credit to borrowers);

•conventional MPF Loans held for portfolio;

•government MPF Loans held for portfolio; and

•term Federal Funds sold and term securities purchased under agreements to resell.

For detailed information on these methodologies and our accounting policies please see Note 8 - Allowance for Credit Losses to the financial statements in our 2013 Form 10-K. Any updates to these accounting policies are noted below.

Credit Products

For the periods presented, we had no credit products that were past due, on nonaccrual status, or considered impaired. In addition, there have been no troubled debt restructurings related to our credit products during the periods then ended. Based upon the collateral we held as security, our credit extension and collateral policies, our credit analysis and the repayment history on credit products, we do not believe that any credit losses have been incurred on our credit products; accordingly, we have not recorded any allowance for credit losses for our credit products. Additionally, no liability was recorded to reflect an allowance for credit losses for our credit products with off-balance sheet credit exposures.

Conventional MPF Loans

MPF Risk Sharing Structure

For a definition of MPF Risk Sharing Structure see page F-29 in our 2013 Form 10-K. We share the risk of credit losses on conventional MPF Loan products with our PFIs (excluding the MPF Xtra product) by structuring potential losses on conventional MPF Loans into layers with respect to each master commitment (MC). We require that conventional MPF Loans held in our portfolio be credit enhanced at inception so that our risk of loss is limited to be equivalent to the losses of an investor in an AA rated mortgage backed security. As a part of our methodology to determine the amount of credit enhancement necessary, we analyze the risk characteristics of each MPF Loan using a model licensed from an NRSRO. We use the model to evaluate loan data provided by the PFI as well as other relevant information.

The table below presents the impact of the MPF Risk Sharing Structure and severity rates on our allowance for credit losses. For detailed definitions of how Total Severity Rate and Credit Loss Severity Rate are calculated, see Loss Severity on page F-31 in our 2013 Form 10-K.

As of	June 30, 2014				December 31, 2013
Total Severity Rate	29.0		%		35.0		%
Credit Loss Severity Rate	15.0		%		19.0		%
Total estimated losses outstanding	$	57			$	65
Less: losses expected to be absorbed by MPF Risk Sharing Structure	(23		)	a	(18		)	a
Our share of total losses	34				47
Less: non-credit losses	(16		)		(21		)
Credit losses	18				26
Plus: other estimated credit losses in the remaining portfolio	1				3
Allowance for credit losses on conventional MPF Loans	$	19			$	29

^a  Represents aggregate of credit enhancements across all master commitments expected to be recovered. Credit enhancement from one master commitment may not be used to offset credit losses incurred by another master commitment.

20

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

The following table presents the changes in the allowance for credit losses on conventional MPF Loans.

	For the three months ended						For the six months ended
	June 30, 2014			June 30, 2013			June 30, 2014			June 30, 2013
Balance, beginning of period	$	24		$	40		$	29		$	42
Losses charged to the allowance	(2		)	(4		)	(4		)	(6		)
Provision for (reversal of) credit losses	(3		)	(2		)	(6		)	(2		)
Balance, end of period	$	19		$	34		$	19		$	34

The following table presents the recorded investment by impairment methodology on conventional MPF Loans.

As of	June 30, 2014		December 31, 2013
Specifically identified and individually evaluated for impairment	$	14	$	22
Homogeneous pools of loans and collectively evaluated for impairment	5		7
Allowance for credit losses on conventional MPF Loans	$	19	$	29
Individually evaluated for impairment - with an allowance	$	186	$	215
Collectively evaluated for impairment	5,189		5,861
Total recorded investment	$	5,375	$	6,076

Government MPF Loans Held for Portfolio

The PFI provides and maintains insurance or a guaranty from governmental agencies, which includes ensuring compliance with all of their requirements, and obtaining the benefit of the applicable insurance or guaranty with respect to defaulted government MPF Loans. Any losses incurred on government MPF Loans that are not recovered from the issuer or guarantor are absorbed by the servicing PFI. Accordingly, our credit risk on government MPF Loans is limited to whether or not the servicing PFI fails to pay for losses not covered by FHA or HUD insurance, or VA or RHS guarantees. In this regard, based on our assessment of the servicing PFIs, we did not establish an allowance for credit losses for our government MPF Loan portfolio as of the periods presented. Further, due to the government guarantee or insurance and the servicing PFIs ability to absorb losses, government MPF Loans are not placed on nonaccrual status or disclosed as troubled debt restructurings.

21

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Credit Quality Indicators - MPF Loans

The table below summarizes our recorded investment in MPF Loans by our key credit quality indicators.

		June 30, 2014									December 31, 2013
As of		Conventional			Government			Total			Conventional				Government				Total
Past due 30-59 days		$	132		$	81		$	213		$	165			$	104			$	269
Past due 60-89 days		41			22			63			50				31				81
Past due 90 days or more		173			125			298			202				151				353
Total past due		346			228			574			417				286				703
Total current		5,029			1,345			6,374			5,659				1,401				7,060
Total recorded investment		$	5,375		$	1,573		$	6,948		$	6,076			$	1,687			$	7,763
In process of foreclosure		$	93		$	52		$	145		$	108			$	51			$	159
Serious delinquency rate	a	3.24		%	7.98		%	4.32		%	3.37		%	c	8.94		%	c	4.58		%	c
Past due 90 days or more still accruing interest	b	$	23		$	126		$	149		$	27			$	151			$	178
On nonaccrual status		$	189		$	—		$	189		$	221			$	—			$	221

^a  MPF Loans that are 90 days or more past due or in the process of foreclosure as a percentage of the total recorded investment.

^b  Consists of MPF Loans that are either government mortgage loans or conventional mortgage loans that are well secured (by collateral that have a realizable value sufficient to discharge the debt or by the guarantee or insurance, such as PMI, of a financially responsible party) and in the process of collection.

^c  We corrected an error to adjust the serious delinquency rate of MPF Loans disclosed above as of December 31, 2013, as previously reported in our 2013 Form 10-K and in our Form 10-Q as of March 31, 2014.  The error had no effect on our allowance for credit losses as of December 31, 2013, because this rate was not used when determining our allowance for credit losses.  After evaluating the quantitative and qualitative aspects of these adjustments, we concluded that prior period financial statements were not materially misstated. Further, the error had no effect on our 2014 financial statements.

Troubled Debt Restructurings

The table below presents our recorded investment balance in Troubled Debt Restructurings (TDR) as of the dates presented.

	June 30, 2014						December 31, 2013
As of	Performing		Nonperforming		Total		Performing		Nonperforming		Total
Recorded investment in conventional MPF Loan TDRs	$	40	$	25	$	65	$	16	$	43	$	59

The following table shows the troubled debt restructurings we made on our conventional MPF Loans for the periods presented. The amounts were the same pre- and post-modification as we did not record any write-offs of principal.

	For the three months ended June 30,				For the six months ended June 30,
	2014		2013		2014		2013
TDRs made during the periods	$	9	$	12	$	15	$	19

The following table shows the troubled debt restructurings from the previous 12 months that subsequently defaulted during the periods presented. A borrower is considered to have defaulted on a TDR if a contractually due principal or interest payment is sixty days past due at any time during the past 12 months.

22

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

	For the three months ended June 30,				For the six months ended June 30,
	2014		2013		2014		2013
TDRs from the previous 12 months that subsequently defaulted during the periods	$	14	$	7	$	17	$	8

Individually Evaluated Impaired Loans

The following table summarizes the recorded investment, unpaid principal balance, and related allowance of impaired MPF Loans individually assessed for impairment, which includes impaired collateral dependent MPF Loans and TDRs. We had no impaired MPF Loans without an allowance for either date.

	June 30, 2014						December 31, 2013
As of	Recorded Investment		Unpaid Principal Balance		Related Allowance		Recorded Investment		Unpaid Principal Balance		Related Allowance
Impaired conventional MPF Loans with an allowance	$	186	$	183	$	14	$	215	$	210	$	22

The following table summarizes the average recorded investment of impaired conventional MPF Loans. No interest income is recognized on impaired loans.

	For the three months ended				For the six months ended
	June 30, 2014		June 30, 2013		June 30, 2014		June 30, 2013
Average Recorded Investment	$	190	$	210	$	197	$	217

Term Federal Funds Sold and Term Securities Purchased Under Agreements to Resell

We evaluate Federal Funds Sold for purposes of determining whether or not an allowance for credit losses should be recorded only if repayment of the contractual amount is past due. All Federal Funds sold were repaid according to the contractual terms, and accordingly, we have not recorded any allowance for credit losses as of June 30, 2014.

Based upon the collateral held as security, we have determined that no allowance for credit losses was needed for our securities purchased under agreements to resell as of June 30, 2014.

23

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 9 – Derivatives and Hedging Activities

Refer to Note 2 - Summary of Significant Accounting Polices to the financial statements in our 2013 Form 10-K for our accounting policies for derivatives.

We transact most of our derivatives with large banks and major broker-dealers. Some of these banks and broker-dealers or their affiliates buy, sell, and distribute consolidated obligations. Derivative transactions may be entered into through an over-the-counter bilateral agreement with an individual counterparty. Additionally, we clear derivatives transactions through an FCM with a derivatives clearing organization (clearinghouse). We are not a derivatives dealer and do not trade derivatives for speculative purposes.

Managing Credit Risk on Derivative Agreements

We are subject to credit risk due to the risk of nonperformance by counterparties to our derivative agreements. For bilateral derivative agreements, the degree of counterparty risk depends on the extent to which master netting arrangements are included in such contracts to mitigate the risk. We manage counterparty credit risk through credit analysis, collateral requirements and adherence to the requirements set forth in our policies and FHFA regulations. We require collateral agreements on all derivatives that establish collateral delivery thresholds. Additionally, collateral related to derivatives with member institutions includes collateral assigned to us, as evidenced by a written security agreement, and held by the member institution for our benefit. Based on credit analyses and collateral requirements, we do not anticipate any credit losses on our derivative agreements. SeeNote 17 - Fair Value Accounting to the financial statements in our 2013 10-K for discussion regarding our fair value methodology for derivative assets and liabilities, including an evaluation of the potential for the fair value of these instruments to be affected by counterparty credit risk.

Our over-the-counter bilateral derivative agreements contain provisions that require us to post additional collateral with our counterparties if there is deterioration in our credit rating, except for those derivative agreements with a zero unsecured collateral threshold for both parties, in which case positions are required to be fully collateralized regardless of credit rating. If our credit rating is lowered by a major credit rating agency, such as Standard and Poor's or Moody’s, we would be required to deliver additional collateral on derivatives in net liability positions. If our credit rating had been lowered from its current rating to the next lower rating, we would have been required to deliver up to an additional $54 million of collateral at fair value to our derivatives counterparties at June 30, 2014.

Cleared swaps are subject to initial and variation margin requirements established by the clearinghouse and its clearing members. We post initial and variation margin through the clearing member, on behalf of the clearinghouse, which could expose us to institutional credit risk in the event that a clearing member or the clearinghouse fail to meet their obligations. Clearing derivatives through a clearinghouse mitigates counterparty credit risk exposure because a central clearinghouse counterparty is substituted for individual counterparties and collateral is posted daily for changes in the value of cleared derivatives through an FCM. The clearinghouse determines initial margin requirements for cleared derivatives. In this regard, clearing agents may require additional initial margin to be posted based on credit considerations, including but not limited to, credit rating downgrades.  We were not required to post additional initial margin by our clearing agents at June 30, 2014.

We present our derivative assets and liabilities on a net basis in our statements of condition. Refer to Note 1 - Background and Basis of Presentation for further discussion. In addition to the cash collateral as noted in the following table, we also pledged $54 million of investment securities, of which $2 million can be sold or repledged, as part of our initial margin related to cleared derivative transactions at June 30, 2014.

24

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

The following table presents our gross and net derivative assets and liabilities by contract type and amount for our derivative agreements.

	June 30, 2014								December 31, 2013
As of	Notional Amount		Derivative Assets			Derivative Liabilities			Notional Amount		Derivative Assets			Derivative Liabilities
Derivatives in hedge accounting relationships-
Interest rate swaps	$	30,837	$	61		$	1,437		$	28,346	$	85		$	1,670
Derivatives not in hedge accounting relationships-
Interest rate swaps	18,496		496			333			14,199		440			286
Interest rate swaptions	2,515		51			—			4,465		60			—
Interest rate caps or floors	1,164		127			—			1,164		143			—
Interest rate future forwards	25		—			—			—		—			—
Mortgage delivery commitments	336		5			4			203		3			3
Derivatives not in hedge accounting relationships	22,536		679			337			20,031		646			289
Derivative amount before adjustments	$	53,373	740			1,774			$	48,377	731			1,959
Netting adjustments (excluding cash collateral)			(670		)	(670		)			(677		)	(677		)
Exposure at fair value			70			1,104					54			1,282
Cash collateral (and related accrued interest)			(34		)	(1,042		)			(19		)	(1,174		)
Total derivatives on statements of condition			$	36		$	62				$	35		$	108

The following table presents our gross recognized amount of offsetting derivative assets and liabilities for derivatives with legal right of offset as well as derivatives (i.e., mortgage delivery commitments) without the legal right of offset.

	Derivative Assets										Derivative Liabilities
As of June 30, 2014	Bilateral			Cleared			Total				Bilateral			Cleared			Total
Derivatives with legal right of offset -
Gross recognized amount	$	715		$	20		$	735			$	1,641		$	129		$	1,770
Netting adjustments and cash collateral	(684		)	(20		)	(704		)		(1,586		)	(126		)	(1,712		)
Derivatives with legal right of offset - net	31			—			31				55			3			58
Derivatives without legal right of offset	5			—			5				4			—			4
Total derivatives on statements of condition	36			—			36				59			3			62
Derivative noncash collateral not offset that cannot be sold or repledged	29			—			29				—			3			3
Net amount	$	7		$	—		$	7		a	$	59		$	—		$	59		a
As of December 31, 2013
Derivatives with legal right of offset -
Gross recognized amount	$	707		$	21		$	728			$	1,949		$	7		$	1,956
Netting adjustments and cash collateral	(676		)	(20		)	(696		)		(1,845		)	(6		)	(1,851		)
Derivatives with legal right of offset - net	31			1			32				104			1			105
Derivatives without legal right of offset	3			—			3				3			—			3
Total derivatives on statements of condition	34			1			35				107			1			108
Derivative noncash collateral not offset that cannot be sold or repledged	31			—			31				—			—			—
Net amount	$	3		$	1		$	4		a	$	107		$	1		$	108		a

^a  Any over-collateralization received by or paid from us to an individual clearing member and/or at a counterparty arrangement level is not included in the determination of the net amount.  Specifically, any such over-collateralization amount received by us is not offset against another derivative asset counterparty exposure for which there is no legal right of offset, while any over-collateralization delivered by us is not offset against another derivative liability counterparty exposure for which there is no legal right of offset.

25

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

The tables below present the gain (loss) components of derivatives and hedging activities as presented in the statements of income.

	Three months ended June 30,						Six months ended June 30,
For the periods ending	2014			2013			2014			2013
Fair value hedges -
Interest rate swaps	$	(6	)	$	9		$	(12	)	$	11
Fair value hedges	(6		)	9			(12		)	11
Cash flow hedges	—			2			1			3
Economic hedges -
Interest rate swaps	(4		)	53			(3		)	64
Interest rate swaptions	(1		)	(11		)	(16		)	(17		)
Interest rate caps or floors	(5		)	(39		)	(15		)	(58		)
Mortgage delivery commitments	1			1			1			1
Net interest settlements	17			13			32			26
Economic hedges	8			17			(1		)	16
Gains (losses) on derivatives and hedging activities	$	2		$	28		$	(12	)	$	30

26

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Fair Value Hedges

The following table presents, by type of hedged item, the gains (losses) on derivatives and the related hedged items in fair value hedging relationships and the effect of those derivatives on our net interest income.

	Gain (loss)									Net Interest Settlements Classified in Net Interest Income a			Hedge Adjustments Amortized into Net Interest Income b
	On Derivative			On Hedged Item			Total Ineffectiveness Recognized in Derivatives and Hedging Activities
Three months ended   June 30, 2014
Hedged item type -
Available-for-sale securities	$	(28	)	$	26		$	(2	)	$	(35	)	$	—
Advances	(33		)	35			2			(20		)	(1		)
MPF Loans held for portfolio	—			—			—			—			(4		)
Consolidated obligation bonds	149			(155		)	(6		)	65			(5		)
Total	$	88		$	(94	)	$	(6	)	$	10		$	(10	)
Three months ended   June 30, 2013
Hedged item type -
Available-for-sale securities	$	178		$	(172	)	$	6		$	(35	)	$	—
Advances	72			(69		)	3			(17		)	(1		)
MPF Loans held for portfolio	—			—			—			—			(9		)
Consolidated obligation bonds	(329		)	329			—			55			(6		)
Total	$	(79	)	$	88		$	9		$	3		$	(16	)
Six months ended   June 30, 2014
Hedged item type -
Available-for-sale securities	$	(30	)	$	27		$	(3	)	$	(70	)	$	—
Advances	(63		)	67			4			(40		)	(2		)
MPF Loans held for portfolio	—			—			—			—			(9		)
Consolidated obligation bonds	282			(295		)	(13		)	126			(10		)
Total	$	189		$	(201	)	$	(12	)	$	16		$	(21	)
Six months ended   June 30, 2013
Hedged item type -
Available-for-sale securities	$	234		$	(227	)	$	7		$	(69	)	$	—
Advances	98			(92		)	6			(34		)	(2		)
MPF Loans held for portfolio	—			—			—			—			(19		)
Consolidated obligation bonds	(416		)	414			(2		)	102			(13		)
Total	$	(84	)	$	95		$	11		$	(1	)	$	(34	)

^a  Represents the effect of net interest settlements attributable to existing derivative hedging instruments on net interest income. The effect of derivatives on net interest income is included in the interest income/expense line item of the respective hedged item type.

^b  Amortization of hedge adjustments is included in the interest income/expense line item of the respective hedged item type.

27

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Cash Flow Hedges

The following table presents our gains (losses) on our cash-flow hedging relationships recorded in income and other comprehensive income (loss). In cases where amounts are insignificant in the aggregate, we do not report a balance.

	Amortization of Effective Portion Reclassified From AOCI to Interest			Ineffective Portion Reclassified to Derivatives and Hedging Activities		Total Reclassified Into Statements of Income			Effective Portion Recorded in AOCI			Net Change in OCI			Net Interest Settlements Classified in Net Interest Income
Three months ended June 30, 2014
Advances - interest rate floors	$	2		$	—	$	2		$	—		$	(2	)	$	—
Discount notes - interest rate swaps	—			—		—			(14		)	(14		)	(61		)	a
Bonds - interest rate swaps	(1		)	—		(1		)	—			1			—
Total	$	1		$	—	$	1		$	(14	)	$	(15	)	$	(61	)
Three months ended June 30, 2013
Advances - interest rate floors	$	4		$	—	$	4		$	—		$	(4	)	$	—
Discount notes - interest rate caps	(1		)	—		(1		)	—			1			—
Discount notes - interest rate swaps	—			2		2			239			237			(67		)	a
Bonds - interest rate swaps	(1		)	—		(1		)	—			1			—
Total	$	2		$	2	$	4		$	239		$	235		$	(67	)
Six months ended June 30, 2014
Advances - interest rate floors	$	5		$	—	$	5		$	—		$	(5	)	$	—
Discount notes - interest rate swaps	(1		)	1		—			10			10			(122		)	a
Bonds - interest rate swaps	(1		)	—		(1		)	—			1			—
Total	$	3		$	1	$	4		$	10		$	6		$	(122	)
Six months ended June 30, 2013
Advances - interest rate floors	$	7		$	—	$	7		$	—		$	(7	)	$	—
Discount notes - interest rate caps	(1		)	—		(1		)	—			1			—
Discount notes - interest rate swaps	(1		)	3		2			327			325			(134		)	a
Bonds - interest rate swaps	(1		)	—		(1		)	—			1			—
Total	$	4		$	3	$	7		$	327		$	320		$	(134	)

^a  Represents the effect of net interest settlements attributable to open derivative hedging instruments on net interest income. The effect of derivatives on net interest income is included in the interest income/expense line item of the respective hedged item type.

There were no amounts reclassified from AOCI into earnings for the periods presented as a result of the discontinuance of cash-flow hedges because the original forecasted transactions failed to occur by the end of the originally specified time period or within a two-month period thereafter. The deferred net gains (losses) on derivative instruments in AOCI that are expected to be reclassified to earnings during the next twelve months were $8 million as of June 30, 2014. The maximum length of time over which we are hedging our exposure to the variability in future cash flows for forecasted transactions, excluding those forecasted transactions related to the payment of variable interest on existing financial instruments, is 6 years.

28

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 10 – Consolidated Obligations

The following table presents our consolidated obligation bonds, for which we are the primary obligor, including callable bonds that are redeemable in whole, or in part, at our discretion on predetermined call dates.

As of June 30, 2014	Contractual Maturity		Weighted Average Interest Rate		By Next Maturity or Call Date
Due in one year or less	$	6,388	1.26	%	$	29,885
One to two years	3,597		3.24	%	3,627
Two to three years	4,965		1.81	%	1,578
Three to four years	6,207		1.67	%	1,475
Four to five years	4,526		1.45	%	450
Thereafter	12,525		2.21	%	1,193
Total par value	$	38,208	1.92	%	$	38,208

The following table presents our consolidated obligation discount notes for which we are the primary obligor. All are due in one year or less.

As of	June 30, 2014			December 31, 2013
Carrying Amount	$	23,795		$	31,089
Par Value	23,797			31,092
Weighted Average Interest Rate	0.06		%	0.07		%

The following table presents consolidated obligation bonds outstanding by call feature:

As of	June 30, 2014			December 31, 2013
Noncallable	$	12,901		$	12,927
Callable	25,307			19,565
Total par value	38,208			32,492
Bond premiums (discounts), net	19			20
Hedging adjustments	(221		)	(526		)
Fair value option adjustments	15			1
Total consolidated obligation bonds	$	38,021		$	31,987

Joint and Several Liability

The FHFA, at its discretion, may require an FHLB to make principal or interest payments due on any consolidated obligation. Although it has never occurred, to the extent that an FHLB makes a payment on a consolidated obligation on behalf of another FHLB, the paying FHLB would be entitled to a reimbursement from the non-complying FHLB. If the FHFA determines that the non-complying FHLB is unable to satisfy its direct obligations (as primary obligor), then the FHFA may allocate the outstanding liability among the remaining FHLBs on a pro rata basis in proportion to each FHLB's participation in all consolidated obligations outstanding, or on any other basis the FHFA may prescribe, even in the absence of a default event by the primary obligor. The FHFA is required but has not notified us that we would be required to pay any consolidated obligation on behalf of another FHLB. Accordingly, we do not expect to pay any additional amounts on behalf of other FHLBs under our joint and several liability as of June 30, 2014. As a result, we did not accrue a liability for our joint and several liability related to the other FHLBs’ share of the consolidated obligations as of June 30, 2014 and December 31, 2013.

The following table summarizes the consolidated obligations of the FHLBs and those for which we are the primary obligor:

	June 30, 2014									December 31, 2013
Par values as of	Bonds			Discount Notes			Total			Bonds			Discount Notes			Total
FHLB System	$	477,107		$	322,873		$	799,980		$	473,495		$	293,342		$	766,837
FHLB Chicago as primary obligor	38,208			23,797			62,005			32,492			31,092			63,584
As a percent of the FHLB System	8		%	7		%	8		%	7		%	11		%	8		%

29

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 11 – Capital and Mandatorily Redeemable Capital Stock

Capital Rules

Under our capital plan our stock consists of two sub-classes of stock, Class B1 stock and Class B2 stock (together, Class B stock), both with a par value of $100 and redeemable on five years' written notice, subject to certain conditions. Under the capital plan, each member is required to own capital stock in an amount equal to the greater of a membership stock requirement or an activity stock requirement. Class B1 stock is available for purchase only to support a member's activity stock requirement. Class B2 stock is available to be purchased to support a member's membership stock requirement and any activity stock requirement.

Under our capital plan, our Board of Directors may set a threshold of between $5 million and $250 million on the amount of Class B2 stock that would otherwise be held for membership if a member has advances outstanding that have an activity stock requirement in excess of the threshold amount. In that case, the amount of Class B2 stock that exceeds such threshold and is necessary to support advance activity is automatically converted into Class B1 stock. This threshold is currently set at $5 million, which means that we will convert to Class B1 capital stock any capital stock supporting advances that exceeds the lesser of the member's membership requirement or $5 million.

The Board of Directors may periodically adjust members' activity stock requirement for certain new advances within a range of 2.0% and 6.0% of a member's outstanding advances. During 2013, our Board implemented this provision for the first time through a Reduced Capitalization Advance Program (RCAP) as further discussed in Note 14 - Capital and Mandatorily Redeemable Capital Stock to the financial statements in our 2013 Form 10-K.

Finally, under the capital plan, the cap on the membership stock requirement for each member is now $165.3 million. Under the plan, the cap on membership stock is equal to the lesser of (1) a cap set by the Board within a range of $25 million and $250 million, and (2) 9.9% of our total capital stock outstanding as of the prior December 31. Although the Board set an initial cap of $250 million, the operative cap under the plan of $165.3 million is based on the level of the Bank's capital stock at December 31, 2013 unless the Board sets a new cap.

Membership stock requirements will continue to be recalculated annually, whereas the activity stock requirement and any automatic conversion of Class B2 stock to Class B1 stock related to the $5 million threshold will apply on a daily basis. We may only redeem or repurchase capital stock from a member if, following the redemption or repurchase, the member will continue to meet its minimum investment requirement and we remain in compliance with our regulatory capital requirements.

Our current practice is to repurchase excess capital stock held by members within three business days of receiving a repurchase request, subject to regulatory requirements and prudent business practices. During the first quarter, all capital stock repurchases were made within three business days of receipt of the requests.

Minimum Capital Requirements

For details on our minimum capital requirements, including how the ratios below were calculated, see Minimum Capital Requirements on page F-47 of our 2013 Form 10-K. We complied with our minimum regulatory capital requirements as shown below:

	June 30, 2014						December 31, 2013
	Requirement			Actual			Requirement			Actual
Risk-based capital	$	1,230		$	3,999		$	1,465		$	3,703
Total regulatory capital	$	2,722		$	3,999		$	2,752		$	3,703
Total regulatory capital ratio	4.00		%	5.88		%	4.00		%	5.38		%
Leverage capital	$	3,403		$	5,999		$	3,440		$	5,555
Leverage capital ratio	5.00		%	8.81		%	5.00		%	8.07		%

Total regulatory capital and leverage capital do not include accumulated other comprehensive income (loss). Under the FHFA regulation on capital classifications and critical capital levels for the FHLBs, we are adequately capitalized.

Mandatorily Redeemable Capital Stock

We reclassify capital stock from equity to mandatorily redeemable capital stock (MRCS) in our statements of condition under conditions as further described in Mandatorily Redeemable Capital Stock on page F-48 in our 2013 Form 10-K.

30

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 12 - Accumulated Other Comprehensive Income (Loss)

The following table summarizes the income (loss) in AOCI for the periods indicated:

	Available-for-sale						Held-to-maturity						Net Unrealized on Cash Flow Hedges			Post-Retirement Plans			Total AOCI
	Net Unrealized Gain (Loss)			Non-credit OTTI			Net Unrealized Gain (Loss)			Non-credit OTTI
Three months ended June 30, 2013
Beginning balance	$	1,491		$	(2	)	$	(2	)	$	(366	)	$	(993	)	$	2		$	130
Change in the period before reclassifications to net income	(352		)	2			—			16			239			—			(95		)
Period amounts reclassified to:
Net interest income	—			—			—			—			(2		)	—			(2		)
Non-interest gain (loss)	—			—			—			—			(2		)	—			(2		)
Non-interest expense	—			—			—			—			—			—			—
Net change in the period	(352		)	2			—			16			235			—			(99		)
Ending balance	$	1,139		$	—		$	(2	)	$	(350	)	$	(758	)	$	2		$	31
Three months ended June 30, 2014
Beginning balance	$	1,107		$	—		$	(1	)	$	(306	)	$	(644	)	$	2		$	158
Change in the period before reclassifications to net income	81			—			—			14			(14		)	2			83
Period amounts reclassified to:
Net interest income	—			—			—			—			(1		)	—		2	(1		)
Non-interest gain (loss)	—			—			—			—			—			—		3	—
Non-interest expense	—			—			—			—			—			—		4	—
Net change in the period	81			—			—			14			(15		)	2		5	82
Ending balance	$	1,188		$	—		$	(1	)	$	(292	)	$	(659	)	$	4		$	240
Six months ended June 30, 2013
Beginning balance	$	1,576		$	(8	)	$	(3	)	$	(381	)	$	(1,078	)	$	1		$	107
Change in the period before reclassifications to net income	(437		)	8			—			31			327			—			(71		)
Period amounts reclassified to:
Net interest income	—			—			1			—			(4		)	—			(3		)
Non-interest gain (loss)	—			—			—			—			(3		)	—			(3		)
Non-interest expense	—			—			—			—			—			1			1
Net change in the period	(437		)	8			1			31			320			1			(76		)
Ending balance	$	1,139		$	—		$	(2	)	$	(350	)	$	(758	)	$	2		$	31
Six months ended June 30, 2014
Beginning balance	$	1,052		$	—		$	(1	)	$	(320	)	$	(665	)	$	1		$	67
Change in the period before reclassifications to net income	136			—			—			28			10			2			176
Period amounts reclassified to:
Net interest income	—			—			—			—			(3		)	—			(3		)
Non-interest gain (loss)	—			—			—			—			(1		)	—			(1		)
Non-interest expense	—			—			—			—			—			1			1
Net change in the period	136			—			—			28			6			3			173
Ending balance	$	1,188		$	—		$	(1	)	$	(292	)	$	(659	)	$	4		$	240

31

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 13- Fair Value Accounting

For accounting policies regarding fair values see Note 2 - Summary of Significant Accounting Policies to the financial statements in our 2013 Form 10-K. For a description of the valuation techniques and significant inputs see Note 17 - Fair Value Accounting to the financial statements in our 2013 Form 10-K. There have been no significant changes in our valuation techniques since then. We had no transfers between levels 1, 2, and/or 3 for the periods presented.

The tables below are a summary of the fair value estimates and related levels in the fair value hierarchy. The carrying amounts are as recorded in the statements of condition. These tables do not represent an estimate of our overall market value as a going concern; as they do not take into account future business opportunities and future net profitability of assets and liabilities.  The tables below are presented in the following order:

• Fair values of financial instruments.

• Financial instruments measured at fair value on a recurring basis on our statements of condition.

• Assets measured at fair value on a nonrecurring basis on our statements of condition.

							Fair Value Hierarchy
	Carrying Amount			Total Fair Value			Level 1			Level 2			Level 3
June 30, 2014
Financial Assets-
Cash and due from banks	$	23		$	23		$	23		$	—		$	—
Interest bearing deposits	560			560			560			—			—
Federal Funds sold	1,795			1,795			—			1,795			—
Securities purchased under agreements to resell	3,950			3,950			—			3,950			—
Held-to-maturity securities	7,227			7,991			—			6,409			1,582
Advances	24,782			24,902			—			24,902			—
MPF Loans held in portfolio, net	6,894			7,502			—			7,326			176
Accrued interest receivable	86			86			—			86			—
Financial Liabilities-
Deposits	$	(532	)	$	(532	)	$	—		$	(532	)	$	—
Consolidated obligation discount notes	(23,795		)	(23,795		)	—			(23,795		)	—
Consolidated obligation bonds	(38,021		)	(38,678		)	—			(38,611		)	(67		)	a
Accrued interest payable	(137		)	(137		)	—			(137		)	—
Mandatorily redeemable capital stock	(5		)	(5		)	(5		)	—			—
Subordinated notes	(944		)	(1,038		)	—			(1,038		)	—
December 31, 2013
Financial Assets-
Cash and due from banks	$	971		$	971		$	971		$	—		$	—
Federal Funds sold	500			500			—			500			—
Securities purchased under agreements to resell	4,550			4,550			—			4,550			—
Held-to-maturity securities	7,917			8,618			—			6,981			1,637
Advances	23,489			23,586			—			23,586			—
MPF Loans held in portfolio, net	7,695			8,269			—			8,069			200
Accrued interest receivable	93			93			—			93			—
Financial Liabilities-
Deposits	$	(544	)	$	(544	)	$	—		$	(544	)	$	—
Consolidated obligation discount notes	(31,089		)	(31,089		)	—			(31,089		)	—
Consolidated obligation bonds	(31,987		)	(32,645		)	—			(32,576		)	(69		)	a
Accrued interest payable	(137		)	(137		)	—			(137		)	—
Mandatorily redeemable capital stock	(5		)	(5		)	(5		)	—			—
Subordinated notes	(944		)	(1,055		)	—			(1,055		)	—

^a  Amount represents debt carried at fair value under a fair value hedge strategy, not at fair value under the fair value option.

32

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Financial Instruments Measured at Fair Value on a Recurring Basis

The following tables present, for each hierarchy level, our assets and liabilities that are measured at fair value on the statements of condition on a recurring basis. Financial instruments carried at fair value on a recurring basis using Level 3 inputs were immaterial at June 30, 2014. We had no level 1 instruments for either period presented.

As of June 30, 2014	Level 2				Level 3				Netting Adjustment				Total Fair Value
Financial assets -
Trading securities:
U.S. Government & other government related	$	1,613			$	—			$	—			$	1,613
GSE residential MBS	69				—				—				69
Governmental-guaranteed residential MBS	2				—				—				2
Trading securities	1,684				—				—				1,684
Available-for-sale securities:
U.S. Government & other government related	547				—				—				547
FFELP ABS	6,586				—				—				6,586
GSE residential MBS	11,143				—				—				11,143
Government-guaranteed residential MBS	2,560				—				—				2,560
Private-label residential MBS	—				73				—				73
Available-for-sale securities	20,836				73				—				20,909
Advances	40				—				—				40
Derivative assets	723			a	17			a	(704		)	b	36
Total financial assets at fair value	$	23,283			$	90			$	(704	)		$	22,669
Level 3 as a percent of total assets at fair value					0.4		%
Financial liabilities -
Consolidated obligation bonds	$	(4,235	)		$	(67	)	c	$	—			$	(4,302	)
Derivative liabilities	(1,774		)	a	—				1,712			b	(62		)
Total financial liabilities at fair value	$	(6,009	)		$	(67	)		$	1,712			$	(4,364	)
Level 3 as a percent of total liabilities at fair value					1.5		%

Table continued on next page.

33

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

As of December 31, 2013	Level 2				Level 3				Netting Adjustment				Total Fair Value
Financial assets -
Trading securities:
U.S. Government & other government related	$	1,823			$	—			$	—			$	1,823
GSE residential MBS	74				—				—				74
Governmental-guaranteed residential MBS	2				—				—				2
Trading securities	1,899				—				—				1,899
Available-for-sale securities:
U.S. Government & other government related	588				—				—				588
FFELP ABS	6,803				—				—				6,803
GSE residential MBS	11,382				—				—				11,382
Government-guaranteed residential MBS	2,691				—				—				2,691
Private-label residential MBS	—				72				—				72
Available-for-sale securities	21,464				72				—				21,536
Advances	30				—				—				30
Derivative assets	712			a	19			a	(696		)	b	35
Total financial assets at fair value	$	24,105			$	91			$	(696	)		$	23,500
Level 3 as a percent of total assets at fair value					0.4		%
Financial liabilities -
Consolidated obligation discount notes	(75		)		—				—				(75		)
Consolidated obligation bonds	(1,021		)		(69		)	c	—				(1,090		)
Derivative liabilities	(1,959		)	a	—				1,851			b	(108		)
Total financial liabilities at fair value	$	(3,055	)		$	(69	)		$	1,851			$	(1,273	)
Level 3 as a percent of total liabilities at fair value					5.4		%

^a  Our derivative assets are, in part secured with cash collateral (Level 1) as described in Note 9 - Derivatives and Hedging Activities. However, we view our net derivative assets or liabilities as a single unit of account for purposes of classifying the total balance within the fair value hierarchy. Accordingly, we classify our derivative assets and liabilities as either Level 2 or Level 3 within the fair value hierarchy.

^b  The netting adjustment amount includes cash collateral (either received or paid by us) and related accrued interest in cases where we have a legal right of setoff, by contract (e.g., master netting agreement) or otherwise, to discharge all or a portion of the debt owed to our counterparty by applying against the debt an amount that our counterparty owes to us. See Note 9 - Derivatives and Hedging Activities for further details.

^c  Amount represents debt carried at fair value under a fair value hedge strategy, not at fair value under the fair value option.

Level 3 Disclosures for Assets and Liabilities that are Measured at Fair Value on a Recurring Basis

There have been no significant changes in assets and liabilities that are measured at fair value on the statements of condition using significant unobservable inputs (Level 3) in the six months ended June 30, 2014, or 2013.

Assets Measured at Fair Value on a Nonrecurring Basis

Assets measured at fair value on a nonrecurring basis are subject to being measured at fair value as a result of becoming impaired during the reporting period or in the case of REO when fair value declines during the reporting period. If available, broker price opinions are used to measure impaired MPF Loans or REO. If a current broker price opinion is not available, we estimate fair value based on current actual loss severity rates we have incurred on sales, excluding any estimated selling costs. See Note 8 - Allowance for Credit Losses for further details. Significant increases (decreases) in the loss severity rate input in isolation may result in a significantly lower (higher) fair value measurement.

34

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

The table below presents assets that are measured at fair value on a nonrecurring basis in our statements of condition only as of the dates shown.

	June 30, 2014		December 31, 2013
	Level 3		Level 3
Impaired MPF Loans	$	176	$	200
Real estate owned	10		10
Total non-recurring assets	$	186	$	210

Fair Value Option

We elected the fair value option for advances, discount notes, and short-term consolidated obligation bonds for which hedge accounting treatment may not be achieved. Specifically, hedge accounting may not be achieved in cases where it may be difficult to pass prospective or retrospective effectiveness testing under derivative hedge accounting guidance even though the interest rate swaps used to hedge these financial instruments have matching terms. Accordingly, electing the fair value option allows us to better match the change in fair value of the advance, discount note, and short-term consolidated obligation bonds with the interest rate swap economically hedging it. We determined that no adjustments to the fair values of our instruments recorded under the fair value option for instrument-specific credit risk were necessary as of the dates presented.

The following table summarizes the activity related to financial assets and liabilities for which we elected the fair value option:

	June 30, 2014								June 30, 2013
			Consolidated Obligation								Consolidated Obligation
	Advances		Bonds			Discount Notes			Advances		Bonds			Discount Notes
For the three months ended
Balance beginning of period	$	30	$	(3,408	)	$	—		$	9	$	(1,250	)	$	(75	)
New transactions elected for fair value option	10		(2,275		)	—			20		(2,300		)	—
Maturities and extinguishments (if any)	—		1,455			—			—		1,000			—
Net gain (loss) on instruments held at fair value	—		(3		)	—			—		2			—
Change in accrued interest and other	—		(4		)	—			—		—			—
Balance end of period	$	40	$	(4,235	)	$	—		$	29	$	(2,548	)	$	(75	)
For the six months ended
Balance beginning of period	$	30	$	(1,021	)	$	(75	)	$	9	$	(1,251	)	$	—
New transactions elected for fair value option	10		(4,935		)	—			20		(2,550		)	(75		)
Maturities and extinguishments (if any)	—		1,725			75			—		1,250			—
Net gain (loss) on instruments held at fair value	—		1			—			—		3			—
Change in accrued interest and other	—		(5		)	—			—		—			—
Balance end of period	$	40	$	(4,235	)	$	—		$	29	$	(2,548	)	$	(75	)

The following table reflects the difference between the aggregate unpaid principal balance (UPB) outstanding and the aggregate fair value for advances and consolidated obligation bonds for which the fair value option has been elected. None of the advances were 90 days or more past due and none were on nonaccrual status.

	June 30, 2014						December 31, 2013
As of	Unpaid Principal Balance		Fair Value		Fair Value Over (Under) UPB		Unpaid Principal Balance		Fair Value		Fair Value Over (Under) UPB
Advances	$	39	$	40	$	1	$	29	$	30	$	1
Consolidated obligation discount notes	—		—		—		75		75		—
Consolidated obligation bonds	4,220		4,235		15		1,020		1,021		1

35

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 14 – Commitments and Contingencies

The table below shows our commitments outstanding, which represent off-balance sheet obligations, for the periods presented.

	June 30, 2014								December 31, 2013
As of	Expire within one year			Expire after one year			Total		Expire within one year			Expire after one year			Total
Unsettled consolidated obligation bonds	$	335		$	—		$	335	$	220		$	—		$	220
Unsettled consolidated obligation discount notes	—			—			—		1,000			—			1,000
Member standby letters of credit	1,148			733		a	1,881		1,407			696		a	2,103
Housing authority standby bond purchase agreements	169			233			402		149			258			407
MPF Program mortgage purchase commitments	172			—			172		103			—			103
Unresolved repurchasable loans and indemnifications to Fannie Mae for MPF Xtra loans	59		b	—			59		56		b	—			56
Committed unused member lines of credit	4,000		c	—			4,000		—			—			—
Advance commitments	211			9			220		125			101			226
Commitments	$	6,094		$	975		$	7,069	$	3,060		$	1,055		$	4,115

^a  Contains $547 million and $495 million of member standby letters of credit at June 30, 2014, and December 31, 2013, which were renewable annually.

^b  Amount includes only mortgage loans for which (1) a breach of an eligibility requirement or other warranty has been specifically identified and (2) we believe Fannie Mae will request us to repurchase or provide an indemnity. Accordingly, these unresolved requests are classified in the "expire within one year" category. However, these unresolved requests may occur after one year from the reporting date since they do not have an expiration date. If the PFI from which we purchased an ineligible MPF Xtra loan is viable, we may require the PFI to repurchase that loan from us or indemnify us for related losses.  Since we deem it probable that we will recover any losses from the PFIs, we did not recognize a loss in our statement of income related to MPF Xtra loan repurchase or indemnification risk to Fannie Mae.

^c  A committed unused member line of credit is an agreement that provides our members with the option to take multiple advances up to a specified maximum amount, subject to certain conditions. Portions repaid may be reborrowed under the same arrangement.

For a description of previously defined terms see Note 18 - Commitments and Contingencies to the financial statements in our 2013 Form 10-K.

36

Federal Home Loan Bank of Chicago

Notes to Financial Statements - (Unaudited)

(Dollars in millions except per share amounts unless otherwise indicated)

Note 15 – Transactions with Members and Other FHLBs

We define related parties as members that own 10% or more of our capital stock or members whose officers or directors also serve on our Board of Directors. Capital stock ownership is a prerequisite to transacting any member business with us. Members and former members own all of our capital stock.

In the normal course of business, we extend credit to or enter into other transactions with these related parties. All transactions are done at market terms that are no more favorable than the terms of comparable transactions with other members who are not considered related parties.

Members

The table below summarizes balances we had with our members as defined above as related parties (including their affiliates). Members represented in these tables may change between periods presented, to the extent that our related parties change, based on changes in the composition of our Board membership.

As of	June 30, 2014		December 31, 2013
Assets - Advances	$	210	$	2,546
Liabilities - Deposits	29		27
Equity - Capital Stock	17		188

Other FHLBs

From time to time, we borrow from, or lend to, other FHLBs at market rates.  At June 30, 2014, we had an outstanding borrowing from another FHLB in the amount of $120 million, which was an overnight borrowing maturing the following business day. Material amounts of transactions with other FHLBs, if any, are identified on the face of our Financial Statements.

37

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Item 2. Management's Discussion and Analysis of Financial Condition and Results of Operations.

Selected Financial Data

As of or for the three months ended	June 30, 2014			March 31, 2014			December 31, 2013			September 30, 2013			June 30, 2013
Selected statements of condition data
Total investments a	$	36,125		$	41,414		$	36,402		$	32,731		$	37,398
Advances	24,782			22,372			23,489			14,843			16,663
MPF Loans held in portfolio, gross	6,913			7,318			7,724			8,223			8,904
Less: allowance for credit losses	(19		)	(24		)	(29		)	(32		)	(34		)
Total assets	68,057			72,039			68,797			61,120			63,502
Consolidated obligations, net -
Discount notes	23,795			26,889			31,089			19,519			21,583
Bonds	38,021			39,183			31,987			35,840			36,239
Total capital stock	1,796			1,705			1,670			1,563			1,540
Total retained earnings	2,198			2,107			2,028			1,991			1,917
Total capital	4,234			3,970			3,765			3,606			3,488
Other selected data at period end
MPF Xtra loans outstanding b	$	14,161		$	14,040		$	13,964		$	13,677		$	13,219
FHLB systemwide consolidated obligations (par)	799,980			753,940			766,837			720,725			704,504
Number of members	758			752			759			751			750
Total employees (full and part time)	401			370			355			353			350
Selected statements of income data
Net interest income after provision for credit losses	$	122		$	130		$	120		$	119		$	100
Total non-interest gain (loss)	13			(10		)	(27		)	(10		)	35
Total non-interest expense	31			30			49			26			(25		)
Net income	94			81			39			75			149
Other selected data during the periods ended
MPF Xtra loan volume funded - total system	$	466		$	376		$	632		$	912		$	1,436
MPF Xtra loan volume funded - Chicago PFIs	213			166			261			405			714
Selected annualized ratios
Total regulatory capital ratio	5.88		%	5.30		%	5.38		%	5.82		%	5.45		%
Market value of equity to book value of equity	117		%	115		%	116		%	111		%	110		%
Total investments as a percent of total assets	53		%	57		%	53		%	54		%	59		%
Advances as a percent of total assets	36		%	31		%	34		%	24		%	26		%
MPF Loans held in portfolio, net as a percent of total assets	10		%	10		%	11		%	13		%	14		%
Dividend rate on class B1 capital stock-period paid	1.50		%	1.30		%	1.30		%	0.30		%	0.30		%
Dividend rate on class B2 capital stock-period paid	0.50		%	0.30		%	0.30		%	0.30		%	0.30		%
Return on average assets - Quarter	0.52		%	0.46		%	0.25		%	0.50		%	0.90		%
Return on average assets - Year-to-date	0.49		%	0.46		%	0.53		%	0.62		%	0.68		%
Return on average equity - Quarter	9.10		%	8.46		%	4.27		%	8.51		%	16.77		%
Return on average equity - Year-to-date	8.77		%	8.46		%	9.69		%	11.58		%	13.14		%
Average equity to average assets	5.76		%	5.46		%	5.78		%	5.87		%	5.35		%
Net yield on average interest-earning assets	0.67		%	0.74		%	0.77		%	0.81		%	0.60		%
Return on average Regulatory Capital spread to three month LIBOR index	9.51		%	8.54		%	4.14		%	8.20		%	17.10		%
Dividend payout ratio	3.19		%	2.47		%	5.13		%	1.33		%	1.34		%

^a  Total investments includes investment securities, interest bearing deposits, Federal Funds sold, and securities purchased under agreements to resell.

^b  MPF Xtra outstanding loans are not held on our statements of condition. MPF Xtra loans purchased from PFIs are concurrently sold to Fannie Mae. See MPF Program Design beginning on page 7 in our 2013 Form 10-K.

38

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Forward-Looking Information

Statements contained in this report, including statements describing the objectives, projections, estimates, or future predictions of management, may be “forward-looking statements.” These statements may use forward-looking terminology, such as “anticipates,” “believes,” “expects,” “could,” “estimates,” “may,” “should,” “will,” their negatives, or other variations of these terms. We caution that, by their nature, forward-looking statements involve risks and uncertainties related to our operations and business environment, all of which are difficult to predict and many of which are beyond our control. These risks and uncertainties could cause actual results to differ materially from those expressed or implied in these forward-looking statements and could affect the extent to which a particular objective, projection, estimate, or prediction is realized. As a result, undue reliance should not be placed on such statements.

These forward-looking statements involve risks and uncertainties including, but not limited to, the following:

• the effect of the resolution by our Board of Directors impacting the level of our dividends and retained earnings;

• changes in the demand by our members for advances, including the impact of the availability of other sources of funding for our members, such as deposits; 

• limits on our investments in long-term assets;

• the impact of new business strategies, including our ability to develop and implement business strategies focused on maintaining net interest income; the impact of our efforts to simplify our balance sheet on our market risk profile and future hedging costs; our ability to successfully transition to a new business model, implement business process improvements and scale our size to our members' borrowing needs; the extent to which our members use our advances as part of their core financing rather than just as a back-up source of liquidity;

• the extent to which amendments to our capital plan, including our ability to reduce capital stock requirements for certain future advance borrowings, and our ability to continue to pay enhanced dividends on our activity-based stock, impact borrowing by our members;

• our ability to meet required conditions to repurchase and redeem capital stock from our members (including maintaining compliance with our minimum regulatory capital requirements and determining that our financial condition is sound enough to support such repurchases), and the amount and timing of such repurchases or redemptions;

• general economic and market conditions, including the timing and volume of market activity, inflation/deflation, unemployment rates, housing prices, the condition of the mortgage and housing markets, increased delinquencies and/or loss rates on mortgages, prolonged or delayed foreclosure processes, and the effects on, among other things, mortgage-backed securities; volatility resulting from the effects of, and changes in, various monetary or fiscal policies and regulations, such as those determined by the Federal Reserve Board and Federal Deposit Insurance Corporation; impacts from various measures to stimulate the economy and help borrowers refinance home mortgages and student loans; disruptions in the credit and debt markets and the effect on future funding costs, sources, and availability;

• volatility of market prices, rates, and indices, or other factors, such as natural disasters, that could affect the value of our investments or collateral; changes in the value or liquidity of collateral securing advances to our members;

• changes in the value of and risks associated with our investments in mortgage loans, mortgage-backed securities, and FFELP ABS and the related credit enhancement protections;

• changes in our ability or intent to hold mortgage-backed securities to maturity;

• changes in mortgage interest rates and prepayment speeds on mortgage assets;

39

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

• membership changes, including the withdrawal of members due to restrictions on our dividends or the loss of members through mergers and consolidations; changes in the financial health of our members, including the resolution of some members; risks related to expanding our membership to include more institutions with regulators and resolution processes with which we have less experience;

• changes in investor demand for consolidated obligations and/or the terms of interest rate derivatives and similar agreements, including changes in the relative attractiveness of consolidated obligations as compared to other investment opportunities; changes in our cost of funds due to Congressional deliberations on the overall U.S. debt burden, including concerns over U.S. fiscal policy and the statutory debt limit, and any related rating agency actions impacting FHLB consolidated obligations;

• political events, including legislative, regulatory, judicial, or other developments that affect us, our members, our counterparties and/or investors in consolidated obligations, including, among other things, the Dodd-Frank Wall Street Reform and Consumer Protection Act (Dodd-Frank Act) and related regulations and proposals and legislation related to housing finance and GSE reform; changes by our regulator and changes in the FHLB Act or applicable regulations as a result of the Housing and Economic Recovery Act of 2008 (Housing Act) or as may otherwise be issued by our regulator; the potential designation of us as a nonbank financial company for supervision by the Federal Reserve;

• the ability of each of the other FHLBs to repay the principal and interest on consolidated obligations for which it is the primary obligor and with respect to which we have joint and several liability;

• the pace of technological change and our ability to develop and support technology and information systems; our ability to attract and retain skilled employees;

• the impact of new accounting standards and the application of accounting rules, including the impact of regulatory guidance on our application of such standards and rules;

• the volatility of reported results due to changes in the fair value of certain assets and liabilities; and

• our ability to identify, manage, mitigate, and/or remedy internal control weaknesses and other operational risks.

For a more detailed discussion of the risk factors applicable to us, see Risk Factors in our 2013 Form 10-K on page 19.

These forward-looking statements are representative only as of the date they are made, and we undertake no obligation to update any forward-looking statement as a result of new information, future events, changed circumstances, or any other reason.

40

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Executive Summary

Second Quarter 2014 Financial Highlights

• We recorded net income of $94 million for the second quarter of 2014, down from $149 million in the second quarter of 2013, a quarter in which we recognized a $50 million gain from the reversal of the previous charge relative to our Community First Fund.

• We recognized a decline in interest expenseof $56 million during the second quarter of 2014 compared to the second quarter of 2013, due in large part to our fourth quarter 2013 repurchase and extinguishment of certain higher-cost debt. This contributed to our net interest income increasing by $22 million during the second quarter of 2014 compared to the same period in 2013.

• Gains on derivatives and hedging activities were $2 million in the second quarter of 2014 compared to gains of $28 million during the second quarter of 2013, primarily as a result of less volatile hedging costs, which is consistent with hedging strategies of our more simplified balance sheet.

• Total assets declined $4 billion during the second quarter of 2014, to $68 billion at June 30, 2014, as our investments and MPF Loans continued to pay down.

• We remained in compliance with all of our regulatory capital requirements.

Summary and Outlook

We reached $2.2 billion in retained earnings as of June 30, 2014. Our strong pool of retained earnings acts as a layer of protection for members’ stock investment in the Bank and allows us to be available during all economic scenarios to support members and their communities. We have also focused on ways to help our members benefit from our growing financial strength. Last year, we initiated a program we called the Reduced Capitalization Advances Program (RCAP) which proved popular with many members. On July 28, 2014, we announced that we will offer the RCAP again beginning in the third quarter as further discussed in Capital Resources on page 50.

On July 22, 2014, our Board of Directors declared a cash dividend for both the average activity-based capital stock (Class B1) and average membership-based capital stock (Class B2), based on the Bank’s preliminary financial results for the second quarter of 2014. The dividend declared per share of Class B1 activity stock was at an annualized rate of 1.50%. The dividend declared per share of Class B2 membership stock was at an annualized rate of 0.50%.

In the second quarter, we also made progress on two important member-focused initiatives that we believe will provide our members with long-term benefits:

• Supporting Our Members by Supporting Their Communities. As a result of an ongoing dialogue over the past few years with our members, we have started shifting toward a more holistic approach to building healthy communities. This approach includes our traditional affordable housing programs and products as well as the Community First™ Fund and outreach to Community Development Financial Institutions. We announced in June that the Wisconsin Women’s Business Initiative Corporation (WWBIC) has been selected as the first partner in our Community First Fund and will receive a $1.25 million 10-year loan. Among the unique features of the $50 million Community First Fund is its capacity to support economic development in addition to our traditional emphasis on affordable housing. WWBIC is an organization committed to economic development in both urban and rural areas across Wisconsin. WWBIC will use its funding to provide lending capital for small business development and to offer micro-loans to businesses that may not qualify for traditional loans from financial institutions.

• Improving Access to the Secondary Mortgage Market. Even though our approach to community investment has evolved, our goals remain the same: To build the member-focused Bank and to build the MPF Program platform to support community lenders in Illinois, Wisconsin, and across the U.S. This platform provides members that participate in the MPF Program access to the secondary mortgage market through a growing number of outlets and investors. In June, for example, we announced a partnership with Redwood Trust to offer the new MPF Direct product, which will help members offer high-balance, fixed-rate loans to their customers.

41

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Results of Operations

Net Interest Income

Net interest income is the difference between interest income that we receive on our interest earning assets and the interest expense we pay on interest bearing liabilities after accounting for the following in accordance with GAAP:

• Net interest paid or received on interest rate swaps that are accounted for as fair value or cash flow hedges;

• Amortization of premiums;

• Accretion of discounts;

• Amortization of hedge adjustments;

• Advance prepayment fees; and

• MPF credit enhancement fees.

The tables below present the increase or decrease in interest income and expense before the provision for credit losses due to volume or rate variances. Any change due to the combined volume/rate variance has been allocated ratably to volume and rate. The calculation of these components includes the following considerations:

• Average daily balances are computed using historical amortized cost balances except for items carried under the fair value option which include changes in fair value.

• MPF Loans held in portfolio that are on nonaccrual status are included in average daily balances used to determine the effective yield/rate. Interest income on MPF Loans includes amortization as detailed in MPF Loans Held in Portfolio, net on page 48.

• Interest and effective yield/rate includes all components of net interest income as discussed above. Yields/rates are calculated on an annualized basis.

	June 30, 2014						June 30, 2013						Increase (decrease) due to
For the three months ended	Average Balance		Total Interest		Yield/ Rate		Average Balance		Total Interest		Yield/ Rate		Volume			Rate			Net Change
Federal Funds sold, securities purchased under agreements to resell, and interest bearing deposits	$	11,441	$	3	0.10	%	$	10,882	$	2	0.07	%	$	—		$	1		$	1
Investment securities	28,776		218		3.03	%	29,517		233		3.16	%	(6		)	(9		)	(15		)
Advances	23,700		38		0.64	%	15,437		42		1.09	%	23			(27		)	(4		)
MPF Loans held in portfolio	6,985		86		4.92	%	9,087		103		4.53	%	(24		)	7			(17		)
Total Interest Income on Assets	70,902		345		1.95	%	64,923		380		2.34	%	(7		)	(28		)	(35		)
Consolidated obligation discount notes	26,152		66		1.01	%	24,862		74		1.19	%	4			(12		)	(8		)
Consolidated obligation bonds	40,185		147		1.46	%	35,901		193		2.15	%	23			(69		)	(46		)
Subordinated notes	944		13		5.51	%	1,000		15		6.00	%	(1		)	(1		)	(2		)
Total Interest Expense on Liabilities	67,281		226		1.34	%	61,763		282		1.83	%	26			(82		)	(56		)
Net yield on interest-earning assets	$	70,902	$	119	0.67	%	$	64,923	$	98	0.60	%	$	(33	)	$	54		$	21

42

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

	June 30, 2014						June 30, 2013						Increase (decrease) due to
For the six months ended	Average Balance		Total Interest		Yield/ Rate		Average Balance		Total Interest		Yield/ Rate		Volume			Rate			Net Change
Federal Funds sold, securities purchased under agreements to resell, and interest bearing deposits	$	10,171	$	4	0.08	%	$	11,097	$	6	0.11	%	$	(1	)	$	(1	)	$	(2	)
Investment securities	29,641		445		3.00	%	30,780		478		3.11	%	(18		)	(15		)	(33		)
Advances	22,939		77		0.67	%	14,664		83		1.13	%	47			(53		)	(6		)
MPF Loans held in portfolio	7,195		174		4.83	%	9,468		216		4.56	%	(52		)	10			(42		)
Total Interest Income on Assets	69,946		700		2.00	%	66,009		783		2.37	%	(24		)	(59		)	(83		)
Consolidated obligation discount notes	27,165		133		0.98	%	27,081		151		1.12	%	—			(18		)	(18		)
Consolidated obligation bonds	38,311		294		1.53	%	34,902		392		2.25	%	38			(136		)	(98		)
Subordinated notes	944		27		5.72	%	1,000		29		5.80	%	(2		)	—			(2		)
Total Interest Expense on Liabilities	66,420		454		1.37	%	62,983		572		1.82	%	36			(154		)	(118		)
Net yield on interest-earning assets	$	69,946	$	246	0.70	%	$	66,009	$	211	0.64	%	$	(60	)	$	95		$	35

Net interest income changed mainly due to the following:

• Investment income declined primarily due to the decline in average investment balances as securities matured or paid down. We continue to operate under an FHFA-required Board resolution to obtain FHFA approval for any new investmentsthat have a term to maturity in excess of 270 days. For further information, see Investment Securities on page 47. This decline is partially offset by continued accretion of expected improvements in the present value of cash flows associated with securities that were previously charged with credit related OTTI. For the three and six months ended June 30, 2014, we recorded interest income of $14 million and $28 million due to such accretion. For the comparable periods in 2013, accretion was $9 million and $16 million. Future accretion is dependent upon how estimated market conditions may impact the projected cash flows, and may vary from past experience.

• Interest income from advances decreased primarily due to a decline in prepayment fees compared to the same periods in 2013 as detailed in Note 4 - Interest Income and Interest Expense to the financial statements. Excluding the effect of prepayment fees, interest income from advances increased slightly, but with large offsetting changes in volume and rates. Increased volume was partially the result of a Reduced Capitalization Advance Program (RCAP) we offered during the fourth quarter of 2013 to lower the cost of borrowing by providing term advances at a reduced capital stock requirement. The effect of increased volume was offset by a continued decline in rates on advances. See Note 6 - Advances to the financial statements for details on advance maturities.

• Interest income from MPF Loans continued to decline as expected due to the decreased volume of MPF Loans outstanding, a result of our current business strategy to limit the concentration of our MPF Loan portfolio relative to our total assets. The increase in yield was primarily due to reduced amortization of basis adjustments on closed hedges on MPF Loans. See MPF Loans Held in Portfolio, Net on page 48 for further details.

• Interest expense decreased primarily as a result of our fourth quarter 2013 repurchase and retirement of long term consolidated obligation bonds that were carrying high interest rates. These bonds were replaced with significantly lower-rate funding. Market rates on our short term discount notes also declined for the periods presented.

Net interest income is also impacted by fair value and cash flow hedging activity. The extended low interest rate environment continued to result in negative net interest settlements attributable to open derivative hedging activity. The amortization of hedge adjustments of closed derivative hedging activity into net interest income also reduced net interest income. For further details see the tables of Trading Securities, Derivatives and Hedging Activities, and Instruments Held at Fair Value Option on page 44 and 45.

43

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Non-Interest Gain (Loss)

	Three months ended June 30,						Six months ended June 30,
	2014			2013			2014			2013
Trading securities	$	(7	)	$	(3	)	$	(12	)	$	(9	)
Derivatives and hedging activities	2			28			(12		)	30
Instruments held under fair value option	(3		)	2			1			3
Litigation settlement awards	17			—			17			—
Other, net	4			8			9			12
Total non-interest gain (loss)	$	13		$	35		$	3		$	36

Litigation settlement awards

On October 15, 2010, we instituted litigation relating to 64 private label MBS bonds we purchased in an aggregate original principal amount of $4.29 billion. We reached settlements with several of the defendants during the second quarter of 2014, as reflected above. We continue to pursue litigation related to these matters. We cannot predict to what extent we will be successful in this remaining litigation. See Item 3. Legal Proceedings on page 61 for further details.

Trading Securities, Derivatives and Hedging Activities, and Instruments Held at Fair Value Option

Gains (losses) on derivatives and hedging activities were lower in 2014 compared to 2013, primarily as a result of less volatile hedging costs, which is consistent with hedging strategies of our more simplified balance sheet along with a more stable economy. Details on the impact of these items, which include hedge ineffectiveness and economic hedge activity, are detailed in the following tables.

	Advances			Investments			MPF Loans			Discount Notes			Bonds			Total
Three months ended June 30, 2014
Amortization/accretion	1			—			(4		)	—			(6		)	(9		)
Net interest settlements	(20		)	(35		)	—			(61		)	65			(51		)
Total recorded in net interest income	(19		)	(35		)	(4		)	(61		)	59			(60		)
Fair value hedges - ineffectiveness net gain (loss)	2			(2		)	—			—			(6		)	(6		)
Economic hedges - net gain (loss)	—			—			8			—			—			8
Total recorded derivatives & hedging activities	2			(2		)	8			—			(6		)	2
Instruments held under fair value option	—			—			—			—			(3		)	(3		)
Total net effect gain (loss) of hedging activities	$	(17	)	$	(37	)	$	4		$	(61	)	$	50		$	(61	)
Three months ended June 30, 2013
Amortization/accretion	3			—			(9		)	(1		)	(7		)	(14		)
Net interest settlements	(17		)	(35		)	—			(67		)	55			(64		)
Total recorded in net interest income	(14		)	(35		)	(9		)	(68		)	48			(78		)
Fair value hedges - ineffectiveness net gain (loss)	3			6			—			—			—			9
Cash flow hedges - ineffectiveness net gain (loss)	—			—			—			2			—			2
Economic hedges - net gain (loss)	—			—			17			—			—			17
Total recorded derivatives & hedging activities	3			6			17			2			—			28
Instruments held under fair value option	—			—			—			—			2			2
Total net effect gain (loss) of hedging activities	$	(11	)	$	(29	)	$	8		$	(66	)	$	50		$	(48	)

44

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

	Advances			Investments			MPF Loans			Discount Notes			Bonds			Total
Six months ended June 30, 2014
Amortization/accretion	3			—			(9		)	(1		)	(11		)	(18		)
Net interest settlements	(40		)	(70		)	—			(122		)	126			(106		)
Total recorded in net interest income	(37		)	(70		)	(9		)	(123		)	115			(124		)
Fair value hedges - ineffectiveness net gain (loss)	4			(3		)	—			—			(13		)	(12		)
Cash flow hedges - ineffectiveness net gain (loss)	—			—			—			1			—			1
Economic hedges - net gain (loss)	—			—			(1		)	—			—			(1		)
Total recorded derivatives & hedging activities	4			(3		)	(1		)	1			(13		)	(12		)
Instruments held under fair value option	—			—			—			—			1			1
Total net effect gain (loss) of hedging activities	$	(33	)	$	(73	)	$	(10	)	$	(122	)	$	103		$	(135	)
Six months ended June 30, 2013
Amortization/accretion	5			—			(19		)	(2		)	(14		)	(30		)
Net interest settlements	(34		)	(69		)	—			(134		)	102			(135		)
Total recorded in net interest income	(29		)	(69		)	(19		)	(136		)	88			(165		)
Fair value hedges - ineffectiveness net gain (loss)	6			7			—			—			(2		)	11
Cash flow hedges - ineffectiveness net gain (loss)	—			—			—			3			—			3
Economic hedges - net gain (loss)	—			—			16			—			—			16
Total recorded derivatives & hedging activities	6			7			16			3			(2		)	30
Trading securities - hedged	—			(4		)	—			—			—			(4		)
Instruments held under fair value option	—			—			—			—			3			3
Total net effect gain (loss) of hedging activities	$	(23	)	$	(66	)	$	(3	)	$	(133	)	$	89		$	(136	)

Most of our total net effect from hedging activities was recorded as components in net interest income. This was primarily due to the low interest rate environment resulting in negative net interest settlements on derivative contracts in active hedge accounting relationships. Net interest income was also reduced by the amortization of negative hedge adjustments from previously active hedge relationships that were closed (de-designated) at some point in the past but where the derivative instrument is still outstanding.

Non-Interest Expense

	Three months ended June 30,					Six months ended June 30,
	2014		2013			2014		2013
Compensation and benefits	$	16	$	14		$	32	$	28
Other operating expenses	12		11			22		20
FHFA	1		1			2		2
Office of Finance	1		1			2		2
Other community investment	—		(50		)	—		(50		)
Other	1		(2		)	3		(2		)
Total non-interest expense	$	31	$	(25	)	$	61	$	—

Compensation and benefits increased in 2014 as compared to the same periods in 2013. We had 401 employees as of June 30, 2014, compared to 350 as of June 30, 2013, which includes 28 and 13 interns, respectively. We are adding employees as we continue to build a member-focused bank with the goal of innovating, and then delivering, new products and services while also building the MPF Program platform to support community lenders by providing them with access to the secondary mortgage market to sell the loans that they originate.

The approvals for our Community First Fund resulted in our recognizing $50 million in earnings in the second quarter of 2013, which represents the reversal of the $50 million charge previously recognized in the fourth quarter of 2011. This reversal was recognized through non-interest expenses, the same account where the original charge was recorded.

45

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Other Comprehensive Income

	Three months ended June 30,						Six months ended June 30,
	2014			2013			2014	2013
Other comprehensive income (loss) -
Net unrealized gain (loss) on available-for-sale securities	$	81		$	(352	)	136	(437	)
Non-credit OTTI on available-for-sale securities	—			2			—	8
Net unrealized gain (loss) on held-to-maturity securities transferred from available-for-sale	—			—			—	1
Non-credit OTTI on held-to-maturity securities	14			16			28	31
Net unrealized gain (loss) on cash flow hedges	(15		)	235			6	320
Post retirement plans	2			—			3	1
Other comprehensive income (loss)	$	82		$	(99	)	173	(76	)

Net unrealized gain (loss) on available-for-sale securities

The unrealized gains in 2014 resulted from a decrease in longer-term market interest rates compared to 2013, when rates were increasing. We have substantial unrealized gains on our AFS securities portfolio. These unrealized gains will only be realized into net income if we sell our AFS securities before maturity. If we do not sell these securities, the gains will eventually reverse when they mature.

Non-credit OTTI on held-to-maturity securities

Over the past several years we have accreted back into the carrying amount of these securities a portion of the previously incurred non-credit related OTTI that we recorded during the financial crisis. As these securities approach maturity, we expect these unrealized losses to continue to reverse as principal and interest from the securities are received over time, barring any further credit-related impairment.

Total net unrealized gain (loss) on cash flow hedges

The decrease in net unrealized gain (loss) on cash flow hedges is due to the flattening of the yield curve relative to 2013. While market interest rates decreased on the longer term end of the interest rate yield curve, shorter term rates were relatively stable. Our cash flow hedges are more sensitive over the longer term duration. We still have a substantial unrealized loss position in AOCI related to these cash flow hedges.

For details on the above items, see Note 12 - Accumulated Other Comprehensive Income (Loss) to the financial statements.

46

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Statements of Condition

	June 30, 2014		December 31, 2013
Cash and due from banks, Federal Funds sold, securities purchased under agreement to resell, and interest bearing deposits	$	6,328	$	6,021
Investment securities	29,820		31,352
Advances	24,782		23,489
MPF Loans held in portfolio, net	6,894		7,695
Other	233		240
Total assets	$	68,057	$	68,797
Consolidated obligation discount notes	$	23,795	$	31,089
Consolidated obligation bonds	38,021		31,987
Subordinated notes	944		944
Other	1,063		1,012
Total liabilities	63,823		65,032
Capital stock	1,796		1,670
Total retained earnings	2,198		2,028
Accumulated other comprehensive income (loss)	240		67
Total capital	4,234		3,765
Total liabilities and capital	$	68,057	$	68,797

Cash and due from banks, Federal Funds sold, and securities purchased under agreements to resell

Amounts held in cash and due from banks, interest bearing deposits, Federal Funds sold, and securities purchased under agreements to resell will vary each day based on the following:

• Interest rate spreads between Federal Funds sold and securities purchased under agreements to resell and our debt;

• Liquidity requirements;

• Counterparties available; and

• Collateral availability on securities purchased under agreements to resell.

At the end of the first quarter of 2014 as compared to the end of 2013, we increased our liquidity position in an effort to protect against potential short-term funding challenges posed by the political and economic climate that may have materialized. As conditions improved in the second quarter we reduced our liquidity position to more usual amounts. Overnight rates remained at very low levels during the first half of 2014.

Investment Securities

A majority of our investment securities are classified as available-for-sale. Investment securities declined as securities matured or paid down. We continue to operate under an FHFA required Board resolution to obtain FHFA approval for any new investmentsthat have a term to maturity in excess of 270 days until such time as our MBS portfolio is less than three times our total regulatory capital and our advances represent more than 50% of our total assets. At June 30, 2014, our MBS portfolio was 4.59 times our total regulatory capital and our advances represented 36% of our total assets, thus we expect our portfolios to continue to decline over time as a result of this limitation.

Advances

Member demand for advances increased slightly during the second quarter of 2014 compared to December 31, 2013. In late 2013, we announced reduced capital stock requirements (RCAP) for certain advance offerings and members have taken advantage of these benefits to lower their cost of borrowing by increasing advances. On July 28, 2014, we announced that we will offer the RCAP again beginning in the third quarter of 2014.

47

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

MPF Loans Held in Portfolio, Net

MPF Loans continued to decline as expected, a result of our current business strategy to limit the concentration of our MPF Loan portfolio relative to our total assets. The rate of decline in our MPF Loan balance is dependent upon the speed at which borrowers prepay their mortgages, which has slowed as mortgage rates have risen from their historical lows in 2012. Borrowers are not refinancing their existing loans at the same pace as they had previously. We cannot predict the extent to which future mortgage rates will rise or fall, or the extent of prepayment activity that will accompany fluctuation in mortgage rates.

When an MPF Loan prepays, any remaining basis adjustment on a closed hedge related to that loan is immediately recognized. This may cause volatility in interest income as mortgage prepayment activity fluctuates with interest rates. The following table summarizes our net premium and closed hedge basis adjustments on MPF Loans. We currently have no open hedges on MPF Loans. As the closed basis adjustments get amortized, the amount of amortization declines over time. Since this amortization is recorded into interest income, a reduction in amortization results in an increase in the apparent yield as seen in Net Interest Income on page 42 and 43.

	June 30, 2014			June 30, 2013
For the three months ended
Net premium amortization	$	1		$	3
Net amortization of closed basis adjustments	3			10
For the six months ended
Net premium amortization	$	3		$	6
Net amortization of closed basis adjustments	8			19
As of	June 30, 2014			December 31, 2013
Net premium balance on MPF Loans	$	26		$	29
Cumulative basis adjustments closed portion	58			66
MPF Loans, unpaid principal balance	6,831			7,631
Premium balance as a percent of MPF Loans	0.38		%	0.38		%

In addition to MPF Loans we hold in portfolio, we also buy, and concurrently resell to Fannie Mae, MPF Xtra loans on behalf of our PFIs and the PFIs of other MPF Banks. For more details see Selected Financial Data on page 38.

48

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Liquidity, Funding, & Capital Resources

Liquidity

For the period ending June 30, 2014, we have maintained a liquidity position in accordance with FHFA regulations and guidance, and policies established by our Board of Directors. Based upon our excess liquidity position described below, we anticipate remaining in compliance with our liquidity requirements. See Liquidity, Funding, & Capital Resources on page 49 in our 2013 Form 10-K for a detailed description of our liquidity requirements.

We use different measures of liquidity as follows:

Overnight Liquidity – Our policy requires us to maintain overnight liquid assets at least equal to 3.5% of total assets. As of June 30, 2014, our overnight liquidity was $9.1 billion or 13% of total assets, giving us an excess overnight liquidity of $6.8 billion.

Deposit Coverage – To support our member deposits, FHFA regulations require us to have an amount equal to the current deposits invested in obligations of the United States Government, deposits in eligible banks or trust companies, or advances with maturities not exceeding five years. As of June 30, 2014, we had excess liquidity of $26.2 billion to support member deposits.

Contingency Liquidity – The cumulative five business day liquidity measurement assumes there is a localized credit crisis for all FHLBs where the FHLBs do not have the ability to issue new consolidated obligations or borrow unsecured funds from other sources (e.g., purchasing Federal Funds or customer deposits). Our net liquidity in excess of our total uses and reserves over a cumulative five-business-day period was $17.3 billion as of June 30, 2014.

In addition to the liquidity measures discussed above, FHFA guidance requires us to maintain daily liquidity through short-term investments in an amount at least equal to anticipated cash outflows under two different scenarios. We may fund overnight or shorter term investments and advances with discount notes that have maturities that extend beyond the maturities of the related investments or advances. For a discussion of how this may impact our earnings, see page 23 in the Risk Factors section of our 2013 Form 10-K.

Funding

Cash flows from operating activities

Our operating assets and liabilities support our mission to provide our member shareholders competitively priced funding, a reasonable return on their investment in our capital stock, and support for community investment activities.  Operating assets and liabilities can vary significantly in the normal course of business due to the amount and timing of cash flows, which are affected by member-driven activities and market conditions. We believe cash flows from operations, available cash balances and our ability to generate cash through short- and long-term borrowings are sufficient to fund our operating liquidity needs.  For the six months ended June 30, 2014, net cash provided (used) by operating activities was $333 million. This resulted from net income adjusted for non-cash adjustments, primarily gains dueto the change in net fair value adjustments on derivatives and hedging activities.

Cash flows from investing activities

Our investing activities predominantly include advances, MPF Loans held for investment, investment securities, and other short-term interest-earning assets. For the six months ended June 30, 2014, net cash provided (used) by investing activities was $83 million. This resulted primarily from a decline in total investment securities and principal collected on MPF Loans offset by new advances, which is consistent with our objective to transition to our primary business of making advances to our members. We also increased our liquid assets to facilitate our ability to fund member advance requests.

Cash flows from financing activities

Our financing activities primarily reflect cash flows related to issuing and repaying consolidated obligations. For the six months ended June 30, 2014, net cash provided (used) in our financing activities was $(1.364) billion. This was primarily driven by net issuances of consolidated obligation bonds partially offset by paydowns of our consolidated obligation discount notes. The cash flows from financing activities highlight our shift from short-term to long-term financing as a result of expected market interest rates.

Consolidated Obligation Bonds and Discount Notes

We fund our assets principally with consolidated obligations (bonds and discount notes) issued through the Office of Finance, and capital stock. Consolidated obligations have GSE status although they are not obligations of the United States and the United States does not guarantee them.

49

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Shorter term discount notes declined significantly during the first six months as we issued more attractively-priced, longer-termed consolidated obligation bonds.

The following shows our net cash flow issuances (redemptions) by type of consolidated obligation:

Six months ended June 30,	2014			2013
Discount notes	$	(7,293	)	$	(9,676	)
Bonds	5,730			4,081
Total consolidated obligations	$	(1,563	)	$	(5,595	)

Conditions in Financial Markets

During the second quarter of 2014, the Federal Reserve continued to reduce purchases of both U.S. Treasuries and MBS securities by an additional $5 billion at the April and June Federal Open Market Committee meetings.  Despite the continued tapering, interest rates have yet to increase significantly as geopolitical events in the Ukraine and the Middle East and European Central Bank monetary easing have driven demand for U.S. Treasuries.  The 10-year Treasury rate closed the quarter at 2.53%, which was 19 basis points below the end of the first quarter.

Capital Resources

Capital Rules and Minimum Capital Requirements

For a description of our current capital rules and minimum capital requirements, see Note 11 – Capital Stock and Mandatorily Redeemable Capital Stock to the financial statements. As of the date of this filing, we have managed our capital base and assets to remain in compliance with our minimum capital requirements.

Reduced Capital Advance Program

On July 28, 2014, we announced a second offering under our Reduced Capitalization Advance Program (RCAP) that will allow members to borrow one or more advances with an activity stock requirement of only 2.0% for the life of the advance instead of the 5.0% requirement under our capital plan's general provisions, if the new advances represented an incremental increase in a member's overall level of advances and had maturity dates of at least one year. We plan to make $5 billion in RCAP advances available through this offering from August 15, 2014 through November 17, 2014.

Capital Amounts

The following table reconciles our capital reported in our statements of condition to the amount of capital stock reported for regulatory purposes. MRCS is included in the calculation of the regulatory capital and leverage ratios but is recorded as a liability in the statements of condition.

	June 30, 2014		December 31, 2013		Change
Capital stock	$	1,796	$	1,670	$	126
Total retained earnings	2,198		2,028		170
Total permanent capital	3,994		3,698		296
Accumulated other comprehensive income (loss)	240		67		173
Total GAAP capital	$	4,234	$	3,765	$	469
Capital Stock	$	1,796	$	1,670	$	126
MRCS	5		5		—
Total retained earnings	2,198		2,028		170
Regulatory capital	$	3,999	$	3,703	$	296

50

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Although we have had no OTTI in 2014, credit deterioration may negatively impact our remaining private-label MBS portfolio.  We believe that future impairments of this portfolio are possible if unemployment rates, default, delinquency, or loss rates on mortgages continue to increase, or there is a further decline in residential real estate value. We cannot predict if or when such impairments will occur, or the impact such impairments may have on our retained earnings and capital position. See page 28 of the Risk Factors section of our 2013 Form 10-K.

We may not pay dividends if we fail to satisfy our minimum capital and liquidity requirements under the FHLB Act and FHFA regulations. As discussed in Note 14 - Capital and Mandatorily Redeemable Capital Stock to the financial statements in our 2013 Form 10-K, dividends paid for any given quarter of 2014 must not exceed the following rates on an annualized basis: (1) the average of three-month LIBOR plus 300 basis points on Class B1 capital stock, and (2) the average of three-month LIBOR plus 100 basis points on Class B2 capital stock. The Board has also resolved that payment of any dividend may not result in our retained earnings falling below the level of retained earnings at the previous year-end. Our Board may not pay dividends above these limits or otherwise modify or terminate this resolution without written consent by the Director of the FHFA.

On July 22, 2014, our Board of Directors declared a cash dividend at an annualized rate of 1.50% per share of Class B1 activity stock and 0.50% per share of Class B2 membership stock, based on our preliminary financial results for the second quarter of 2014. Although we continue to work to maintain our financial strength to support a reasonable dividend, any future dividend determination by our Board will be at our Board's sole discretion and will depend on future operating results and any other factors the Board determines to be relevant, and be reviewed in accordance with the Board's resolution and our Retained Earnings and Dividend Policy.

For further information about our Retained Earnings and Dividend Policy, see Retained Earnings and Dividend Policy on page 57 in our 2013 Form 10-K.

We continue to allocate 20% of our net income each quarter to a restricted retained earnings account in accordance with the Joint Capital Enhancement Agreement that we entered into with the other FHLBs, as further discussed in Joint Capital Enhancement Agreement on page F-48 in our 2013 Form 10-K.

51

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Critical Accounting Policies and Estimates

The table below identifies our critical accounting policies and estimates and the page number where a detailed description of each can be found in our 2013 Form 10-K.

Overnight Indexed Swaps (OIS)	Page 60
Estimating Fair Value	Page 60
Joint and Several Liability	Page 61
Other-Than-Temporary Impairment (OTTI)	Page 62
Significant Inputs Used On All Residential Private-Label MBS Securities	Page 62

Critical Accounting Policies

Significant changes in our critical accounting policies from our 2013 Form 10-K are outlined below. Also see

Note 2 - Summary of Significant Accounting Policies and Note 3 - Recently Issued but Not Yet Adopted Accounting Standards to the financial statements for the impact of changes in accounting policies and recently issued accounting standards on our financial results.

Overnight Indexed Swaps (OIS)

We are currently working to enhance our operational capability of valuing certain collateralized derivatives using an overnight index swap (OIS) discount curve within our formal internal control environment. At this time, we do not expect to operationally implement using the OIS curve to determine the fair value of our derivative contracts until later in 2014. In the meantime, we continue to use the LIBOR swap curve to discount cash flows when determining the fair values of our derivative contracts. As of June 30, 2014, we performed an analysis of the effect of using the OIS curve to ensure the valuations derived using the LIBOR swap curve were materially consistent with the fair value measurement guidance provided under GAAP. In this regard, we believe that our LIBOR-based valuations of our derivatives portfolio produced fair values that were materially reflective of exit prices by market participants. Further, we assessed the potential effect on our hedge accounting and determined that the effect of using the LIBOR swap curve instead of the OIS curve is not material as of June 30, 2014.

Critical Accounting Estimates

Other-Than-Temporary Impairment (OTTI)

We recorded no OTTI for the three months ended June 30, 2014 based on the base case (best estimate) scenario as discussed in Note 5 - Investment Securities. Testing our portfolio under an adverse case scenario (short-term housing price forecast decreased five percentage points relative to the base case, followed by a recovery path that is 33.0% lower than the base case) resulted in no significant credit related OTTI.

52

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Risk Management - Credit Risk

Member Credit Outstanding

The following table presents the number of borrowers and credit outstanding to our borrowers by rating. Our internal rating reflects our assessment of the default risk associated with a member rather than the risk of loss on the credit outstanding.  We manage our credit risk through collateral controls and, based on our risk rating, increase over-collateralization requirements as a member deteriorates.  As a result, we have never suffered a credit loss from a member default. Credit outstanding consists primarily of outstanding advances and letters of credit. MPF credit enhancement obligations, member derivative exposures, and other obligations make up the rest. Collateral loan value describes the borrowing capacity assigned to the types of collateral we accept for advances. Collateral loan value does not imply fair value. Of the total credit outstanding, $24.8 billion were advances and $1.9 billion were letters of credit at June 30, 2014, compared to $23.5 billion and $2.1 billion at December 31, 2013.

	June 30, 2014									December 31, 2013
Rating	Number of Borrowers	% of Total		Credit Outstanding		% of Total		Collateral Loan Value		Number of Borrowers	% of Total		Credit Outstanding		% of Total		Collateral Loan Value
1-3	467	92	%	$	26,320	99	%	$	70,688	455	90	%	$	25,262	98	%	$	52,465
4	11	2	%	132		—	%	257		16	3	%	136		1	%	809
5	28	6	%	251		1	%	420		35	7	%	307		1	%	489
Total	506	100	%	$	26,703	100	%	$	71,365	506	100	%	$	25,705	100	%	$	53,763

The majority of borrowers assigned a 4 rating in the above table were required to submit specific collateral listings and the majority of borrowers assigned a 5 rating were required to deliver collateral to us or a third-party custodian on our behalf.

As a result of the collateral and other credit risk mitigation efforts, we believe we are sufficiently well collateralized on our credit outstanding and we have not recorded an allowance for credit losses on our advances or other credit products in the periods presented.

Unsecured Short-Term Investments Credit Exposure

We face credit risk on our unsecured short-term investment portfolio that we maintain to provide funds to meet the credit needs of our members and to maintain liquidity. See Liquidity on page 49for a discussion of our liquidity management. Our policy permits unsecured credit investments that can have maturities up to nine months and can consist of commercial paper, certificates of deposit, and Federal Funds sold.

We actively monitor our credit exposure and the credit quality of each counterparty, including an assessment of each counterparty's financial performance, capital adequacy, sovereign support and the current market perceptions of the counterparty. General macro-economic, political and market conditions may also be considered when deciding on unsecured exposure. As a result of this monitoring activity, we may limit or suspend existing unsecured credit limits.

We do not invest in financial instruments issued by non-U.S. entities (other than those issued by U.S. branches and agency offices of foreign commercial banks) as we are prohibited from doing so by FHFA regulations. Our unsecured credit exposures to U.S. branches or agency offices of foreign commercial banks include the risk that, as a result of political or economic conditions in a country, the counterparty may be unable to meet their contractual repayment obligations. Our unsecured credit exposures to domestic counterparties and U.S. subsidiaries of foreign commercial banks include the risk that these counterparties have extended credit to foreign counterparties.

53

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

The following table presents the credit ratings of our unsecured investment credit exposures by the domicile of the counterparty or the domicile of the counterparty's parent for U.S. branches and agency offices of foreign commercial banks. This table does not reflect the foreign sovereign government's credit rating. The unsecured investment credit exposure presented in the table may not reflect the average or maximum exposure during the period as the table reflects only the balances at period end.

As of June 30, 2014	AA		A		BBB		Unrated		Total
Domestic U.S. - Interest-Bearing Deposits	$	—	$	560	$	—	$	—	$	560
Domestic U.S. - Fed Funds Sold	—		—		275		20		295
U.S. branches and agency offices of foreign commercial banks:
Canada - Fed Funds Sold	—		1,000		—		—		1,000
Australia - Fed Funds Sold	500		—		—		—		500
Total unsecured credit exposure	$	500	$	1,560	$	275	$	20	$	2,355

In the above table no investments were longer than of overnight duration; $698 million were with members.

Investment Securities

In addition to private-label MBS, we also hold a variety of other investment securities we believe are low risk and mostly government backed or insured such as GSE debt, and FFELP ABS. There was no material change in the credit ratings of these AA or better rated securities since December 31, 2013, and except for private-label MBS as noted below, we have never taken an impairment charge on these securities. For further details see page 66 in our 2013 Form 10-K.

Our private label MBS are predominantly variable rate securities rated below investment grade BBB. There was no material change in overall credit quality since December 31, 2013, nor have we acquired any new private label MBS. We had no other-than-temporary impairment (OTTI) losses to date in 2014. For further details see page 69 in our 2013 Form 10-K. The following table presents the components of amortized cost of our private label MBS and the life-to-date OTTI credit impairment taken at some point in time on these securities.

As of June 30, 2014	Unpaid Principal Balance		Life-To-Date OTTI Credit Impairment a			Other Adjustments b		Amortized Cost
Private label MBS	$	2,010	$	(742	)	$	222	$	1,490

^a  Life-to-date OTTI credit impairment excludes certain adjustments, such as increases in cash flows expected to be collected that have been recognized into net income.

^b  Other Adjustments primarily consists of principal shortfalls and life-to-date accretion of interest related to the discounted present value of previously recognized credit-related impairment losses.

MPF Loans

We record allowances for credit losses for MPF Loans based on portfolio and market trends related to delinquency rates, loss severities, and prepayment speeds consistent with the percentages of delinquent, nonaccrual, and impaired MPF Loans to total conventional MPF Loans. Our allowance declined in 2014 compared to 2013 primarily as a result of a reversal in our provision for credit losses on delinquent MPF Loans. For details on our allowance for credit losses, please see Note 8 - Allowance for Credit Losses to the financial statements.

Mortgage Repurchase Risk

We are exposed to mortgage repurchases in connection with our sale of MPF Xtra loans to Fannie Mae under the MPF Xtra product. If a loan eligibility requirement or other warranty is breached, Fannie Mae could require us to repurchase an ineligible MPF Xtra loan or provide an indemnity. If the PFI from which we purchased an ineligible MPF Xtra loan is viable, we may require the PFI to repurchase that loan from us or indemnify us for related losses. For the three and six months ended June 30, 2014, we have repurchased $9 million and $15 million, of unpaid principal balances related to MPF Xtra loans sold to Fannie Mae. These repurchases represent repurchase requests that have been resolved during the reporting period. Due to recoveries from PFIs we incurred no material losses on these loans. As of June 30, 2014, we have $59 million related to mortgage loans that represent unresolved claims with Fannie Mae, see Note 14 - Commitments and Contingencies to the financial statements. Specifically, we believe a repurchase request from Fannie Mae may occur; however, it is still uncertain if or when Fannie Mae will request us to repurchase these mortgage loans.

Our mortgage repurchase liability is an estimate of our losses associated with all mortgage loans previously sold in connection with the MPF Xtra product for which a breach or representation or warranty has occurred, regardless of when those losses occur

54

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

or how they are ultimately resolved (e.g., repurchase, indemnification payment). Our mortgage repurchase liability does not represent the unpaid principal balance for repurchase requests made by Fannie Mae or amounts that we may recover from third parties. To estimate our mortgage repurchase liability, we consider the factors outlined below, which are predominantly based on our historical repurchase experience:

• We only include mortgage loans for which we deem it probable that Fannie Mae will require us to either repurchase the mortgage loan or indemnify them for a loss on the mortgage loan. The fact that a mortgage loan may breach a representation and warranty does not necessarily mean Fannie Mae will request us to repurchase the mortgage loan or indemnify it. For example, Fannie Mae may decide to retain a performing loan even if there has been a breach of a representation or warranty. Our estimate of the likelihood of having to repurchase a mortgage loan involving a breach of a representation or warranty from Fannie Mae is initially based upon outstanding repurchase and indemnification requests related to breaches of representations and warranties discovered during our quality control review process, which is further discussed in Quality Assurance Process on page 9 in our 2013 Form 10-K. This estimate incorporates:

◦ Fannie Mae, PFI, and other third party behavior;

◦ Potential defects or breaches with the mortgage loans;

◦ Whether the mortgage loans are performing or nonperforming;

◦ Our potential ability to cure the defects identified in the repurchase demands;

◦ The estimated loss severity upon repurchase of the loan or collateral, and any make-whole settlement or indemnification agreement with Fannie Mae.

Based on these factors we recognized a mortgage repurchase liability to Fannie Mae of less than $1 million as of June 30, 2014. We also recognized an offsetting receivable due from our PFIs, since we deem it probable that we will recover any losses from third parties (i.e., PFIs). As a result, we did not recognize a loss in our statements of income related to MPF Xtra loan repurchase or indemnification risk to Fannie Mae.

While we use the best information available to us in estimating our mortgage repurchase liability, the estimation process is inherently uncertain and imprecise. Factors that may lead to imprecise estimates of our mortgage repurchase liability include, but are not limited to, the following:

• The mortgage repurchase liability may be influenced by third party (e.g., PFI) servicing practices, the potential actions of Fannie Mae, and the financial condition of our PFIs. These influences continue to evolve and may necessitate revising our estimate of the mortgage repurchase liability.

• Our ability to estimate probable repurchase or indemnification requests from Fannie Mae on pools of mortgage loans is limited due to our lack of extended historical experience with repurchase/indemnification demand activity related to the MPF Xtra product. As a result, for purposes of our analysis, we assumed only probable repurchase or indemnification requests from Fannie Mae in cases where both an actual breach attributable to a mortgage loan has been specifically identified and where we believe Fannie Mae is likely to request us to repurchase or indemnify them (e.g., the mortgage loan is nonperforming). Mortgage loans in the remaining pool in which an actual breach has not yet been identified or where we do not expect Fannie Mae to request us to repurchase or indemnify them for the mortgage loan are excluded from our analysis.

• Fannie Mae may seek repurchase of a mortgage loan until full repayment of a loan rather than when a purported defect is first identified. Thus repurchase requests as of a particular date may not reflect total repurchase liability for loans outstanding as of that date as further described in Note 14 - Commitments and Contingencies to the financial statements.

• Additional repurchase requests and indemnifications not yet identified may result from our quality assurance review of MPF Xtra loans.

As of June 30, 2014, we believe the estimate of reasonably possible losses is zero, as we believe it is probable that we would recover such reasonably possible losses from third parties. We may require PFIs to collateralize repurchase obligations and indemnifications on the basis of their credit condition and size of their repurchase obligation or indemnification. See Risk Factors on pages 27-28 in our 2013 Form 10-K of risks and trends related to our mortgage repurchase liability.

Additionally, PFIs are required to repurchase ineligible MPF Loans held in our portfolio unless we either require the PFI to indemnify us or decide to continue to hold such loans in our portfolio.  The PFI repurchase requirement is a factor in determining our allowance for credit losses.  If a PFI is unable to repurchase ineligible MPF Loans or indemnify us, we would incur a loss to the extent a credit loss is not expected to be recovered from collateral provided by the PFI or, alternatively, from the FDIC.  In this regard, we have not recorded an allowance for credit losses for repurchase requests or indemnifications related to MPF Loans held in our portfolio, as we do not expect to incur any losses after factoring in our recovery claims from PFIs.

55

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Derivative counterparties

We transact most of our derivatives with large banks and major broker-dealers. Derivative transactions may be either over-the-counter with a counterparty (bilateral derivatives) or over-the-counter cleared through an FCM with a derivatives clearing organization (clearinghouse).

We are subject to credit risk due to the risk of nonperformance by counterparties to our derivative agreements. The amount of credit risk on derivatives depends on the extent to which netting procedures, collateral requirements and other credit enhancements are used and are effective in mitigating the risk. We manage credit risk through credit analysis, collateral management and other credit enhancements. We are also required to follow the requirements set forth by applicable regulation.

Bilateral Derivatives. We are subject to credit risk due to nonperformance by counterparties to derivative agreements. We require collateral on bilateral derivative agreements. The amount of net unsecured credit exposure that is permissible with respect to a counterparty depends on the credit rating of that counterparty. The counterparty must deliver collateral to us if the total market value of our exposure to that counterparty rises above a specific trigger point. As a result of these risk mitigation initiatives, we do not anticipate any credit losses on our bilateral derivative agreements with counterparties as of June 30, 2014.

Cleared Derivatives. We are subject to credit risk due to nonperformance by the clearinghouse. The requirement that we post initial and variation margin through the FCM, on behalf of the clearinghouse, exposes us to institutional credit risk in the event that the FCM or the clearinghouse fails to meet their obligations. Clearing derivatives through a clearinghouse mitigates counterparty credit risk exposure because individual counterparties are replaced by the central clearinghouse counterparty and collateral is posted daily for changes in the value of cleared derivatives. We do not anticipate any credit losses on our cleared derivatives as of June 30, 2014.

The contractual or notional amount of derivative agreements reflects our involvement in the various classes of financial instruments. Our maximum credit risk with respect to derivative agreements is the estimated cost of replacing interest-rate swaps, forward agreements and purchased caps and floors if the counterparty defaults, minus the value of any related collateral. In determining maximum credit risk, we consider, with respect to each counterparty, accrued interest receivables and payables as well as the legal right to net assets and liabilities.

The following table presents our derivative positions with credit exposure. Rating used was the lowest rating among the three largest NRSROs.

	Net Derivatives Fair Value Before Collateral			Cash Collateral Pledged			Non-cash Collateral Pledged a		Net Credit Exposure to Counterparties
As of June 30, 2014
Non-member counterparties -
Asset positions with credit exposure -
Bilateral derivatives -
AA rated	$	1		$	—		$	—	$	1
A rated	8			(7		)	—		1
Liability positions with credit exposure -
Bilateral derivatives -
AA rated	$	(56	)	$	56		$	—	$	—
Cleared derivatives	(108		)	106			54		52
Total non-member counterparties	(155		)	155			54		54
Member institutions	5			—			—		5
Total	$	(150	)	$	155		$	54	$	59
As of December 31, 2013
Non-member counterparties -
Asset positions with credit exposure -
Cleared derivatives	$	14		$	(13	)	$	32	$	33
Member institutions	3			—			—		3
Total	$	17		$	(13	)	$	32	$	36

^a  Non-cash collateral pledged consists of initial margin we posted through our FCMs, on behalf of the clearinghouses for cleared derivatives.

56

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Legislative and Regulatory Developments

The legislative and regulatory environment in which the Bank and its members operate continues to evolve as a result of regulations enacted pursuant to the Housing and Economic Recovery Act of 2008, as amended (Housing Act) and the Dodd-Frank Wall Street Reform and Consumer Protection Act of 2010 (Dodd-Frank Act). Our business operations, funding costs, rights, obligations, and/or the environment in which we carry out our housing finance mission are likely to continue to be significantly impacted by these changes. Significant regulatory actions and developments for the period covered by this report are summarized below.

Money Market Mutual Fund Reform. On June 19, 2013, the SEC proposed two alternatives for amending rules that govern money market mutual funds under the Investment Company Act of 1940. On July 23, 2014, the SEC approved final regulations governing money market mutual funds. The final regulations, among other things, will:

• require institutional prime money market funds to sell and redeem shares based on their floating net asset value, which would result in the daily share prices of these money market funds fluctuating along with changes in the market-based value of the funds’ investments;

• allow money market fund boards of directors to directly address a run on a fund by imposing liquidity fees or suspending redemptions temporarily; and

• include enhanced diversification, disclosure and stress-testing requirements, as well as provide updated reporting by money market funds and private funds that operate like money market funds;

The final regulations do not change the existing regulatory treatment of FHLB consolidated obligations as liquid assets. FHLB consolidated discount notes continue to be included in the definition of “daily liquid assets”, and the definition of “weekly liquid assets” continues to include FHLB consolidated discount notes with a remaining maturity up to 60 days. At this time, the future impact of these regulations on demand for FHLB consolidated obligations is unknown.

57

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Item 3. Quantitative and Qualitative Disclosures About Market Risk.

The FHFA's regulations, its Financial Management Policy, and our internal asset and liability management policies all establish guidelines for our use of interest rate derivatives. These regulations and policies prohibit the speculative use of financial instruments authorized for hedging purposes. They also limit the amount of counterparty credit risk allowed. For additional information please see Item 7A. Quantitative and Qualitative Disclosures About Market Risk on page 78 in our 2013 Form 10-K.

Measurement of Market Risk Exposure

To measure our exposure, we discount the cash flows generated from modeling the terms and conditions of all interest rate-sensitive securities using current interest rates to determine their fair values or spreads to the swap curve for securities where third party prices are used. This includes considering explicit and embedded options using a lattice model or Monte Carlo simulation. We estimate yield curve, option, and basis risk exposures by calculating the fair value change in relation to various parallel changes in interest rates, implied volatility, prepayment speeds, spreads to the swap curve and mortgage rates.

The table below summarizes our sensitivity to various interest rate risk exposures in terms of changes in market value.

				Option Risk						Basis Risk
	Yield Curve Risk			Implied Volatility			Prepayment Speeds			Spread to Swap Curve			Mortgage Spread
As of June 30, 2014
Advances	$	(3	)	$	—		$	—		$	(7	)	$	—
MPF Loans	—			(5		)	(3		)	(2		)	1
Mortgage Backed Securities	(7		)	(1		)	(1		)	(8		)	—
Other interest earning assets	(1		)	—			—			(4		)	—
Interest-bearing liabilities	11			17			—			10			—
Derivatives	—			(13		)	—			—			—
Total	$	—		$	(2	)	$	(4	)	n/m			$	1
As of December 31, 2013
Advances	$	(3	)	$	—		$	—		$	(7	)	$	—
MPF Loans	(2		)	(6		)	(2		)	(3		)	1
Mortgage Backed Securities	(7		)	(3		)	(1		)	(9		)	—
Other interest earning assets	(1		)	—			—			(4		)	—
Interest-bearing liabilities	13			22			—			12			—
Derivatives	1			(17		)	—			—			—
Total	$	1		$	(4	)	$	(3	)	n/m			$	1

n/m Spread movements to the swap curve within each category are independent of the other categories and therefore a total is not meaningful.

Yield curve risk – Change in market value for a one basis point parallel increase in the swap curve.

Option risk (implied volatility) – Change in market value for a one percent parallel increase in the swaption volatility.

Option risk (prepayment speeds) – Change in market value for a one percent increase in prepayment speeds.

Basis risk (spread to swap curve) – Change in market value for a one basis point parallel increase in the spread to the swap curve.

Basis risk (mortgage rates) – Change in market value for a one basis point increase in mortgage rates.

As noted in the above table, our sensitivity to changes in implied volatility was $(2) million as of June 30, 2014, compared to $(4) million at December 31, 2013. These sensitivities are limited in that they do not incorporate other risks, including but not limited to, non-parallel changes in yield curves, implied volatility, prepayment speeds, and basis risk related to differences between the swap and the other curves. Option positions embedded in our mortgage assets and callable debt impact our yield curve risk profile, such that swap curve changes significantly greater than one basis point cannot be linearly interpolated from the table above.

58

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Duration of equity is another measure to express interest rate sensitivity. We report the results of our duration of equity calculations to the FHFA each quarter. We measure duration of equity in a base case using the actual yield curve as of a specified date and then shock it with an instantaneous shift of the entire curve. The following table presents the duration of equity reported by us to the FHFA in accordance with the FHFA's guidance, which prescribes that down and up interest-rate shocks equal 200 basis points. However, the applicable regulation restricts the down rate from assuming a negative interest rate. Therefore, we adjust the down rate accordingly in periods of very low levels of interest rates. The results are shown in years of duration equity.

As of June 30, 2014			As of December 31, 2013
Down 200 bps	Base	Up 200 bps	Down 200 bps	Base	Up 200 bps
4.4	0.4	0.4	5.9	1.0	-0.9

Duration gap is another measure of interest rate sensitivity. Duration gap is calculated by dividing the dollar duration of equity by the fair value of assets. A positive duration gap indicates an exposure to rising interest rates. As of June 30, 2014, our duration gap was 0.3 months, compared to 0.7 months as of December 31, 2013.

As of June 30, 2014, on a U.S. GAAP basis, our fair value surplus (relative to book value) was $721 million, and our market value of equity to book value of equity ratio was 117%. At December 31, 2013, our fair value surplus was $588 million and our market value of equity to book value of equity ratio was 116%. Our market to book value of total capital for regulatory risk-based capital purposes differs from this GAAP calculation, as discussed starting on page F-47 in our 2013 Form 10-K.

Our Asset/Liability Management Committee provides oversight of risk management practices and policies. This includes routine reporting to senior management and the Board of Directors, as well as maintaining the Market Risk Policy, which defines our interest rate risk limits. The table below reflects the change in market risk limits under the Market Risk Policy.

	June 30, 2014						December 31, 2013
Scenario as of	Change in Market Value of Equity			Loss Limit			Change in Market Value of Equity			Loss Limit
-200 bp	$	138.7		$	(185.0	)	$	149.3		$	(185.0	)
-100 bp	38.9			(77.5		)	62.3			(77.5		)
-50 bp	14.8			(30.0		)	26.5			(30.0		)
-25 bp	6.3			(15.0		)	12.4			(15.0		)
+25 bp	(1.0		)	(30.0		)	(8.3		)	(30.0		)
+50 bp	(3.2		)	(60.0		)	(13.6		)	(60.0		)
+100 bp	(9.2		)	(155.0		)	(12.6		)	(155.0		)
+200 bp	(24.3		)	(370.0		)	21.7			(370.0		)

59

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Item 4. Controls and Procedures.

Disclosure Controls and Procedures

Under the supervision and with the participation of management, including our principal executive officer and principal financial officer, we conducted an evaluation of the effectiveness of the design and operation of our disclosure controls and procedures, as defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, as amended, as of the end of the period covered by this report (the Evaluation Date). Based on this evaluation, the principal executive officer and principal financial officer concluded as of the Evaluation Date that the disclosure controls and procedures were effective such that information relating to us that is required to be disclosed in reports filed with the SEC (i) is recorded, processed, summarized, and reported within the time periods specified in SEC rules and forms, and (ii) is accumulated and communicated to management, including our principal executive officer and principal financial officer, as appropriate to allow timely decisions regarding required disclosure.

Changes in Internal Control Over Financial Reporting

For the current year quarter presented in this Form 10-Q, there were no changes in our internal control over financial reporting that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

Consolidated Obligations

Our disclosure controls and procedures include controls and procedures for accumulating and communicating information relating to our joint and several liability for the consolidated obligations of other FHLBs. For further information, see Item 9A. Controls and Procedures on page 85 of our 2013 Form 10-K.

60

Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

PART II - OTHER INFORMATION

Item 1. Legal Proceedings.

On October 15, 2010, the Bank instituted litigation relating to 64 private label MBS bonds purchased by the Bank in an aggregate original principal amount of $4.29 billion. The litigation was brought in state court in the states of Washington, California and Illinois. The Washington action has been resolved and was dismissed with prejudice on December 5, 2013. The California action has been resolved and was dismissed with prejudice on January 27, 2014. The Illinois action, which currently relates to 17 private label MBS bonds with an aggregate original principal amount of $1.43 billion, is proceeding in discovery.

In the Illinois action, the Bank asserts claims for untrue or misleading statements in the sale of securities, signing or circulating securities documents that contained material misrepresentations, and negligent misrepresentation. The Bank seeks the remedies of rescission, recovery of damages, and recovery of reasonable attorneys' fees and costs of suit. Defendants in the Illinois litigation include the following entities and affiliates thereof: American Enterprise Investment Services, Inc.; Ameriprise Financial Services, Inc.; HSBC Securities (USA) Inc.; Goldman Sachs & Co., RBS Securities Inc.; Sand Canyon Acceptance Corporation, N.A.; Morgan Stanley & Co., Incorporated; and Sequoia Residential Funding, Inc.

The Bank may also be subject to various other legal proceedings arising in the normal course of business. After consultation with legal counsel, management is not aware of any other proceedings that might have a material effect on the Bank's financial condition or results of operations.

Item 1A. Risk Factors.

In addition to the information presented in this report, readers should carefully consider the factors set forth in the Risk Factors section on page 19 in our 2013 Form 10-K, which could materially affect our business, financial condition, or future results. These risks are not the only risks facing us. Additional risks and uncertainties not currently known to us or that we currently deem to be immaterial may also severely affect us.

61

Federal Home Loan Bank of Chicago

Item 2. Unregistered Sales of Equity Securities and Use of Proceeds.

Not applicable.

Item 3. Defaults Upon Senior Securities.

None.

Item 4. Mine Safety Disclosures.

Not applicable.

Item 5. Other Information.

None.

Item 6. Exhibits.

31.1	Certification Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002 by the Principal Executive Officer
31.2	Certification Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002 by the Principal Financial Officer
32.1	Certification pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002 by the Principal Executive Officer
32.2	Certification pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002 by the Principal Financial Officer
101.INS	XBRL Instance Document
101.SCH	XBRL Taxonomy Extension Schema Document
101.CAL	XBRL Taxonomy Extension Calculation Linkbase Document
101.DEF	XBRL Taxonomy Extension Definition Linkbase Document
101.LAB	XBRL Taxonomy Extension Label Linkbase Document
101.PRE	XBRL Taxonomy Extension Presentation Linkbase Document

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Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Glossary of Terms

Advances: Secured loans to members.

ABS: Asset-backed-securities.

AFS: Available-for-sale securities.

AOCI: Accumulated Other Comprehensive Income.

Capital plan: The Federal Home Loan Bank of Chicago capital plan, as amended, effective July 1, 2013.

Consolidated Obligations (CO): FHLB debt instruments (bonds and discount notes) which are the joint and several liability of all FHLBs; issued by the Office of Finance.

Consolidated obligation bonds: Consolidated obligations that make periodic interest payments with a term generally over one year, although we have issued for terms of less than one year.

Discount notes: Consolidated obligations with a term of one year or less, which sell at less than their face amount and are redeemed at par value when they mature.

Dodd-Frank Act: Dodd-Frank Wall Street Reform and Consumer Protection Act, enacted July 21, 2010.

Excess capital stock: Capital stock held by members in excess of their minimum investment requirement.

Fannie Mae: Federal National Mortgage Association.

FASB: Financial Accounting Standards Board.

FCM: Futures Commission Merchant.

FDIC: Federal Deposit Insurance Corporation.

FFELP: Federal Family Education Loan Program.

FHA: Federal Housing Administration.

FHFA: Federal Housing Finance Agency - The Housing and Economic Recovery Act of 2008 enacted on July 30, 2008 created the Federal Housing Finance Agency which became the regulator of the FHLBs.

FHLB Act: The Federal Home Loan Bank Act of 1932, as amended.

FHLBs: The 12 Federal Home Loan Banks or subset thereof.

FHLB System: The 12 FHLBs and the Office of Finance.

Freddie Mac: Federal Home Loan Mortgage Corporation.

GAAP: Generally accepted accounting principles in the United States of America.

Ginnie Mae: Government National Mortgage Association.

Government Loans: MPF Loans held in our portfolio comprised of loans insured by the Federal Housing Administration (FHA) or the Department of Housing and Urban Development (HUD) and loans guaranteed by the Department of Veteran Affairs (VA) or Department of Agriculture Rural Housing Service (RHS).

GSE: Government sponsored enterprise.

Housing Act: Housing and Economic Recovery Act of 2008, enacted July 30, 2008.

HUD: Department of Housing and Urban Development.

HTM: Held-to-maturity securities.

LIBOR: London Interbank Offered Rate.

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Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Master Commitment (MC): Pool of MPF Loans purchased or funded by an MPF Bank.

MBS: Mortgage-backed securities.

Moody's: Moody's Investors Service.

MPF^®: Mortgage Partnership Finance.

MPF Banks: FHLBs that participate in the MPF program.

MPF Loans: Conforming conventional and government fixed-rate mortgage loans secured by one-to-four family residential properties with maturities from five to 30 years or participations in such mortgage loans that are acquired under the MPF Program.

MPF Program: A secondary mortgage market structure that provides liquidity to FHLB members that are PFIs through the purchase or funding by an FHLB of MPF Loans.

MPF Xtra^® product: The MPF Program product under which we acquire MPF Loans from PFIs and concurrently resell them to Fannie Mae.

MRCS: mandatorily redeemable capital stock. 

NRSRO: Nationally Recognized Statistical Rating Organization.

Office of Finance: A joint office of the FHLBs established to facilitate issuing and servicing of consolidated obligations.

OIS: Fed Funds Effective Swap Rate (or Overnight Index Swap Rate).

OTTI: Other-than-temporary impairment.

PFI: Participating Financial Institution. A PFI is a member (or eligible housing associate) of an MPF Bank that has applied to and been accepted to do business with its MPF Bank under the MPF Program.

PMI: Primary Mortgage Insurance.

RCAP: Reduced Capitalization Advance Program

Regulatory capital: Regulatory capital stock plus retained earnings.

Regulatory capital stock: The sum of the paid-in value of capital stock and mandatorily redeemable capital stock.

REO: Real estate owned.

RHS: Department of Agriculture Rural Housing Service.

System: The Federal Home Loan Bank System consisting of the 12 Federal Home Loan Banks and the Office of Finance.

TDR: Troubled debt restructuring.

VA: Department of Veteran's Affairs.

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Federal Home Loan Bank of Chicago

(Dollars in millions except per share amounts unless otherwise indicated)

Signatures

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned thereunto duly authorized.

		FEDERAL HOME LOAN BANK OF CHICAGO
		/s/    Matthew R. Feldman
		By:	Matthew R. Feldman
		Title:	President and Chief Executive Officer
Date:	August 7, 2014	(Principal Executive Officer)
		/s/   Roger D. Lundstrom
		By:	Roger D. Lundstrom
		Title:	Executive Vice President and Chief Financial Officer
Date:	August 7, 2014	(Principal Financial Officer and Principal Accounting Officer)

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