REPORTABLE SEGMENTS (Details) - USD ($) $ in Millions	3 Months Ended								12 Months Ended
	Dec. 31, 2019	Sep. 30, 2019	Jun. 30, 2019	Mar. 31, 2019	Dec. 31, 2018	Sep. 30, 2018	Jun. 30, 2018	Mar. 31, 2018	Dec. 31, 2019	Dec. 31, 2018	Dec. 31, 2017
Segment Reporting Information [Line Items]
Costs and Expenses									$ 2,049.1	$ 1,591.2	$ 839.3
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue	$ 403.0	$ 450.4	$ 450.6	$ 433.0	$ 447.0	$ 461.6	$ 376.9	$ 327.6	1,737.0	1,613.1	846.3
Operating income (loss)									(312.1)	21.9	7.0
Depreciation									132.2	114.4	70.2
Amortization of intangible assets									14.3	16.7	6.7
Impairment	6.0	306.8			11.1		2.8		312.8	13.9
Restructuring	1.5	6.9							8.4
Non-cash operating lease expense									27.2
Interest expense									50.4	45.5	29.5
Income (loss) before income tax									(362.0)	(21.1)	(25.3)
Total assets	1,140.6				1,390.9				1,140.6	1,390.9	1,125.7
Cash capital expenditures									94.7	156.3	41.7
Company freight
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue	186.3	205.2	206.9	206.2	210.2	206.9	160.0	144.6	804.6	721.7	460.8
Owner operator freight
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue	104.3	118.3	121.7	111.0	109.8	122.6	112.6	95.5	455.3	440.5	172.0
Brokerage
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue	71.9	78.6	72.8	71.4	78.0	82.2	60.1	46.1	294.7	266.4	120.9
Logistics
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue	8.5	13.5	13.1	12.4	11.6	11.6	8.9	10.7	47.5	42.8	22.1
Fuel
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue	32.0	$ 34.8	$ 36.1	$ 32.0	37.4	$ 38.3	$ 35.3	$ 30.7	134.9	141.7	70.5
Corporate/Eliminations
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									(21.7)	(14.0)
Operating income (loss)									(59.0)	(34.1)	(26.8)
Depreciation									0.7	0.2	0.2
Restructuring									2.8
Non-cash operating lease expense									0.4
Interest expense									26.8	25.6	14.0
Income (loss) before income tax									(32.3)	(27.8)	(18.2)
Total assets	109.4				41.9				109.4	41.9	70.4
Cash capital expenditures									1.6	2.1	0.6
Corporate/Eliminations | Company freight
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									(13.9)	(8.8)	(5.3)
Corporate/Eliminations | Owner operator freight
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									(5.9)	(2.8)	(0.8)
Corporate/Eliminations | Brokerage
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue										(0.9)	(0.2)
Corporate/Eliminations | Logistics
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									(0.1)	(0.1)
Corporate/Eliminations | Fuel
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									(1.8)	(1.4)	(0.6)
Flatbed
Segment Reporting Information, Profit (Loss) [Abstract]
Intersegment revenues and expenses									9.5	5.1	3.0
Flatbed | Consolidated
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									663.0	662.0
Operating income (loss)									(94.4)	32.9	18.5
Depreciation									46.5	29.9	27.4
Amortization of intangible assets									5.3	6.2	1.8
Impairment									116.7
Restructuring									1.7
Non-cash operating lease expense									10.6
Interest expense									10.7	8.6	7.1
Income (loss) before income tax									(126.1)	13.8	(0.8)
Total assets	348.1				464.8				348.1	464.8	379.5
Cash capital expenditures									38.3	38.2	8.4
Flatbed | Consolidated | Company freight
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									215.3	206.2	181.8
Flatbed | Consolidated | Owner operator freight
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									275.7	271.5	94.8
Flatbed | Consolidated | Brokerage
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									93.9	104.2	40.9
Flatbed | Consolidated | Logistics
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									2.8	3.0	0.2
Flatbed | Consolidated | Fuel
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									75.3	77.1	36.4
Specialized
Segment Reporting Information, Profit (Loss) [Abstract]
Intersegment revenues and expenses									11.5	8.9	3.9
Specialized | Consolidated
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									1,095.7	965.1
Operating income (loss)									(158.7)	23.1	15.3
Depreciation									85.0	84.3	42.6
Amortization of intangible assets									9.0	10.5	4.9
Impairment									196.1
Restructuring									3.9
Non-cash operating lease expense									16.2
Interest expense									12.9	11.3	8.4
Income (loss) before income tax									(203.6)	(7.1)	(6.3)
Total assets	$ 683.1				$ 884.2				683.1	884.2	675.8
Cash capital expenditures									54.8	116.0	32.7
Specialized | Consolidated | Company freight
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									603.2	524.3	284.3
Specialized | Consolidated | Owner operator freight
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									185.5	171.8	78.0
Specialized | Consolidated | Brokerage
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									200.8	163.1	80.2
Specialized | Consolidated | Logistics
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									44.8	39.9	21.9
Specialized | Consolidated | Fuel
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue									$ 61.4	$ 66.0	34.7
Calculated under Revenue Guidance in Effect before Topic 606 [Member]
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue											846.3
Calculated under Revenue Guidance in Effect before Topic 606 [Member] | Corporate/Eliminations
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue											(6.9)
Calculated under Revenue Guidance in Effect before Topic 606 [Member] | Flatbed | Consolidated
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue											354.1
Calculated under Revenue Guidance in Effect before Topic 606 [Member] | Specialized | Consolidated
Segment Reporting Information, Profit (Loss) [Abstract]
Total revenue											$ 499.1