Updated September 2026
Best Owner-Operator Companies in Racine, Wisconsin (September 2026)
For owner-operators in Racine, Wisconsin, Lanefinder tracks 632 carriers as of September 2026. RAY'S TRANSPORT INC leads with an average gross weekly revenue of $8,500 and an average $2,000 sign-on bonus. WINNERS TRANSPORTATION LLC follows at $2,657/week gross. 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.
Where owner-operator pay is strongest in Racine, Wisconsin this month
The top of the list is RAY'S TRANSPORT INC at $8,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1RAY'S TRANSPORT INC — $8,500/wk
RAY'S TRANSPORT INC tops the Racine, Wisconsin ranking with the strongest composite score across pay, safety, benefits, and operational signals. Pay sits above the 90th percentile in the Racine, Wisconsin market. RAY'S TRANSPORT INC's FMCSA score is strongest on driver fitness — 87th percentile. Driver applications get a faster-than-median response in Racine, Wisconsin.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC ranks in the 92nd percentile for driver fitness on FMCSA SAFER data. WINNERS TRANSPORTATION LLC tracks as a responsive employer on application-response data.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's top FMCSA dimension is hours-of-service compliance, in the 96th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
Also in the top 10: #4 WESTERN MOUNTAIN TRANSPORT INC at $8,750/wk, #5 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #6 SWEET EXPRESS LLC at $8,500/wk, #7 WIDER GROUP INC at $6,250/wk, #8 POPE TRANSPORT INC at $7,000/wk, #9 BLUE LIGHTNING LOGISTICS at $7,000/wk, #10 C & G TRANSPORTATION INC at $7,500/wk.
What Racine, Wisconsin drivers actually run
The route mix in Racine, Wisconsin this month tilts OTR: 9% regional, 89% OTR, 2% local, 0% semi-local — drawn from active postings, not historical surveys.
Across Racine, Wisconsin CDL postings: 2% with guaranteed pay, 28% dedicated, 92% take-truck-home, 73% pet-friendly, 69% riders-allowed.
How Racine, Wisconsin compares to Wisconsin
Among the figures above, average weekly pay is where Racine, Wisconsin differs most from Wisconsin — 14% above statewide.
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 trucking companies in Racine, Wisconsin
- CDL driver salary in Racine, Wisconsin
- Best owner-operator companies in Wisconsin
How we compile these rankings
Compensation, FMCSA safety, benefits, and operational performance — weighted 30, 25, 25, and 20 percent respectively. Compensation extends beyond headline pay to include sign-on bonus tier and settlement cadence. Benefits scoring differs by hiring type because the perks that matter to a W2 driver and a contractor are not the same. Updated September 2026.