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Restructuring Charges - Schedule of Restructuring Charges (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Restructuring Cost and Reserve      
Restructuring charges $ 63.7 $ 0.0 $ 0.0
Truckload      
Restructuring Cost and Reserve      
Restructuring charges 63.7 0.0 0.0
Truckload | Impairment charges and losses on asset disposals      
Restructuring Cost and Reserve      
Restructuring charges 46.1 0.0 0.0
Truckload | Receivables write-down      
Restructuring Cost and Reserve      
Restructuring charges 3.9 0.0 0.0
Truckload | Other costs      
Restructuring Cost and Reserve      
Restructuring charges $ 13.7 $ 0.0 $ 0.0