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REVENUE FROM CONTRACTS WITH CUSTOMERS - Total Revenues Disaggregated by Major Service Line and Timing of Revenue (Details) - USD ($)
$ in Thousands
 3 Months Ended
Mar. 31, 2019
Mar. 31, 2018
Disaggregation of Revenue [Line Items]    
Total revenues $ 3,751,210 $ 3,925,327
Transportation and logistics services    
Disaggregation of Revenue [Line Items]    
Total revenues 3,504,932 3,637,640
Transportation and logistics services | Performance obligations completed over time    
Disaggregation of Revenue [Line Items]    
Total revenues 3,504,932 3,637,640
Sourcing    
Disaggregation of Revenue [Line Items]    
Total revenues 246,278 287,687
Sourcing | Performance obligations completed at a point in time    
Disaggregation of Revenue [Line Items]    
Total revenues 246,278 287,687
Operating Segments | NAST    
Disaggregation of Revenue [Line Items]    
Total revenues 2,796,784 2,908,419
Operating Segments | Global Forwarding    
Disaggregation of Revenue [Line Items]    
Total revenues 537,567 553,754
Operating Segments | All Other and Corporate    
Disaggregation of Revenue [Line Items]    
Total revenues 416,859 463,154
Operating Segments | Transportation and logistics services | NAST    
Disaggregation of Revenue [Line Items]    
Total revenues 2,796,784 2,908,419
Operating Segments | Transportation and logistics services | NAST | Performance obligations completed over time    
Disaggregation of Revenue [Line Items]    
Total revenues 2,796,784 2,908,419
Operating Segments | Transportation and logistics services | Global Forwarding    
Disaggregation of Revenue [Line Items]    
Total revenues 537,567 553,754
Operating Segments | Transportation and logistics services | Global Forwarding | Performance obligations completed over time    
Disaggregation of Revenue [Line Items]    
Total revenues 537,567 553,754
Operating Segments | Transportation and logistics services | All Other and Corporate    
Disaggregation of Revenue [Line Items]    
Total revenues 170,581 175,467
Operating Segments | Transportation and logistics services | All Other and Corporate | Performance obligations completed over time    
Disaggregation of Revenue [Line Items]    
Total revenues 170,581 175,467
Operating Segments | Sourcing | NAST    
Disaggregation of Revenue [Line Items]    
Total revenues 0 0
Operating Segments | Sourcing | NAST | Performance obligations completed at a point in time    
Disaggregation of Revenue [Line Items]    
Total revenues 0 0
Operating Segments | Sourcing | Global Forwarding    
Disaggregation of Revenue [Line Items]    
Total revenues 0 0
Operating Segments | Sourcing | Global Forwarding | Performance obligations completed at a point in time    
Disaggregation of Revenue [Line Items]    
Total revenues 0 0
Operating Segments | Sourcing | All Other and Corporate    
Disaggregation of Revenue [Line Items]    
Total revenues 246,278 287,687
Operating Segments | Sourcing | All Other and Corporate | Performance obligations completed at a point in time    
Disaggregation of Revenue [Line Items]    
Total revenues $ 246,278 $ 287,687