SEGMENT REPORTING - Summary of Segment Information (Details) $ in Thousands	12 Months Ended
	Dec. 31, 2021 USD ($) employee	Dec. 31, 2020 USD ($) employee	Dec. 31, 2019 USD ($) employee
Segment Reporting Information [Line Items]
Total revenues	$ 23,102,138	$ 16,207,106	$ 15,309,508
Income (loss) from operations	1,082,108	673,268	789,976
Depreciation and amortization	91,259	101,727	100,449
Total assets	$ 7,028,112	$ 5,144,258	$ 4,641,060
Average headcount (employee) | employee	15,761	15,119	15,551
NAST
Segment Reporting Information [Line Items]
Total revenues	$ 14,507,917	$ 11,312,553	$ 11,283,692
Income (loss) from operations	585,351	508,475	722,763
Depreciation and amortization	26,243	25,314	24,508
Total assets	$ 3,349,578	$ 2,946,409	$ 2,550,010
Average headcount (employee) | employee	6,764	6,811	7,354
Global Forwarding
Segment Reporting Information [Line Items]
Total revenues	$ 6,729,790	$ 3,100,525	$ 2,327,913
Income (loss) from operations	510,756	175,513	80,527
Depreciation and amortization	22,823	34,550	36,720
Total assets	$ 2,843,239	$ 1,392,411	$ 1,021,592
Average headcount (employee) | employee	5,071	4,708	4,766
All Other and Corporate
Segment Reporting Information [Line Items]
Total revenues	$ 1,864,431	$ 1,794,028	$ 1,697,903
Income (loss) from operations	(13,999)	(10,720)	(13,314)
Depreciation and amortization	42,193	41,863	39,221
Total assets	$ 835,295	$ 805,438	$ 1,069,458
Average headcount (employee) | employee	3,926	3,600	3,431