Updated September 2026
Best Trucking Companies in Wisconsin (September 2026)
For W2 company drivers in Wisconsin, Lanefinder tracks 615 carriers as of September 2026. WESTERN MOUNTAIN TRANSPORT INC leads with an average weekly pay of $1,700 and an average $5,000 sign-on bonus. FW TRUCKING follows at $1,750/week. Wisconsin freight moves on I-90 / I-94 through Milwaukee and Madison, with dairy and food processing as the dominant outbound commodity and paper and packaging manufacturing in the Fox River Valley generating consistent industrial loads.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Wisconsin's top trucking carriers right now
The top of the list is WESTERN MOUNTAIN TRANSPORT INC at $1,700/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1WESTERN MOUNTAIN TRANSPORT INC — $1,700/wk
WESTERN MOUNTAIN TRANSPORT INC leads the Wisconsin market on combined pay and ranking score this month. Top FMCSA dimension here is driver fitness, in the 93rd percentile. Application-response data flags this carrier as a responsive employer.
#2FW TRUCKING — $1,750/wk
FW TRUCKING ranks in the 92nd percentile for unsafe-driving avoidance on FMCSA SAFER data. The carrier tracks as a responsive employer on Lanefinder's data.
#3South East Carriers INC — $1,700/wk
South East Carriers INC's FMCSA score is strongest on driver fitness — 93rd percentile. Application-response data flags this carrier as a responsive employer.
Also in the top 10: #4 HAZMAT ENVIRONMENTAL GROUP INC at $2,100/wk, #5 PREMIER TRANSPORTATION at $1,950/wk, #6 Covenant Transport Inc at $1,762/wk, #7 JK MOVING & STORAGE INC at $2,200/wk, #8 TDR TRANSPORT at $2,200/wk, #9 Great Plains Trucking Inc. at $1,750/wk, #10 OMAHA TRACK INC at $2,000/wk.
What Wisconsin drivers actually run
The route mix in Wisconsin this month tilts OTR: 25% regional, 56% OTR, 16% local, 3% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 2% of Wisconsin postings; dedicated routes at 27%; take-truck-home at 67%. Pet-friendly policies appear at 55% and riders-allowed at 57%.
Driving CDL in Wisconsin
Wisconsin freight moves on I-90 / I-94 through Milwaukee and Madison. Dairy and food processing are dominant outbound commodities — Wisconsin's reefer freight is a national-scale segment. Paper and packaging manufacturing in the Fox River Valley generates consistent industrial loads. Great Lakes ports at Green Bay and Superior handle bulk cargo. Cost of living is moderate. Wisconsin has a high graduated state income tax. Winter is severe — lake-effect snow off Lake Michigan affects the eastern third of the state; ice and salt corrosion eat equipment faster than southern states.
Related guides
- Best owner-operator companies in Wisconsin
- CDL driver salary in Wisconsin
- Best trucking companies in the United States
Where this data comes from
Compensation (30%): pay percentile + sign-on bonus + guaranteed pay + settlement frequency. FMCSA safety (25%): weighted percentile across vehicle maintenance, unsafe driving, hours-of-service, driver fitness, and controlled substances. Benefits (25%): hiring-type-aware. Operational (20%): driver-application responsiveness, modulated by fleet scale. Updated September 2026.