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Shareholders' Equity and Dividend Availability (Details) - Dividend Availability
$ / shares in Units, $ in Millions
12 Months Ended
Dec. 31, 2019
USD ($)
item
$ / shares
Dec. 31, 2018
USD ($)
item
$ / shares
Dec. 31, 2017
USD ($)
item
$ / shares
Statutory accounting principles      
Dividends received by TRV and its two non-insurance holding companies from their U.S. insurance subsidiaries $ 2,500 $ 2,300 $ 2,330
Cash dividends paid 844 814 785
Insurance subsidiaries [Member]      
Statutory accounting principles      
Statutory net income of the Company's domestic and international insurance subsidiaries 2,740 2,610 $ 2,300
Statutory capital and surplus of the Company's domestic and international insurance subsidiaries $ 21,330 $ 20,770  
Travelers [Member]      
Statutory accounting principles      
Number of non-insurance holding companies underneath TRV | item 2 2 2
Cash dividends declared per common share (in dollars per share) | $ / shares $ 3.23 $ 3.03 $ 2.83
Cash dividends paid $ 844 $ 814 $ 785
Connecticut Insurance Department [Member] | Insurance subsidiaries [Member]      
Statutory accounting principles      
Maximum amount of dividends available to be paid by subsidiaries to their parent without prior approval of the Connecticut Insurance Department $ 2,790