Updated September 2026
Best Trucking Companies in Kenosha, Wisconsin (September 2026)
384 W2 trucking carriers are hiring in Kenosha, Wisconsin this 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.
The trucking companies leading Kenosha, Wisconsin this month
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 Kenosha, Wisconsin market on combined pay and ranking score this month. WESTERN MOUNTAIN TRANSPORT INC's FMCSA score is strongest on driver fitness — 93rd percentile. WESTERN MOUNTAIN TRANSPORT INC responds to driver applications more reliably than the Kenosha, Wisconsin median.
#2FW TRUCKING — $1,750/wk
FW TRUCKING ranks in the 92nd percentile for unsafe-driving avoidance on FMCSA SAFER data. Driver applications get a faster-than-median response in Kenosha, Wisconsin.
#3PREMIER TRANSPORTATION — $1,950/wk
PREMIER TRANSPORTATION's weekly pay ranks in the 88th percentile across Kenosha, Wisconsin. PREMIER TRANSPORTATION's top FMCSA dimension is driver fitness, in the 98th percentile.
Also in the top 10: #4 JK MOVING & STORAGE INC at $2,200/wk, #5 Covenant Transport Inc at $1,762/wk, #6 TDR TRANSPORT at $2,200/wk, #7 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #8 Badger Express LLC at $1,700/wk, #9 C & G TRANSPORTATION INC at $2,000/wk, #10 Diaz Stone & Pallet Inc. at $1,750/wk.
Lane mix and benefits across Kenosha, Wisconsin
21% of Kenosha, Wisconsin's active CDL postings are regional and 67% are OTR; local plus semi-local accounts for the rest (12%).
Across Kenosha, Wisconsin CDL postings: 3% with guaranteed pay, 26% dedicated, 74% take-truck-home, 61% pet-friendly, 62% riders-allowed.
How Kenosha, Wisconsin compares to Wisconsin
Among the figures above, sign-on bonus availability is where Kenosha, Wisconsin differs most from Wisconsin — 7 points 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 owner-operator companies in Kenosha, Wisconsin
- CDL driver salary in Kenosha, Wisconsin
- Best trucking companies in Wisconsin
Where this data comes from
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.