Updated September 2026
Best Trucking Companies in Oshkosh, Wisconsin (September 2026)
Lanefinder is tracking 328 W2 trucking carriers in Oshkosh, Wisconsin (September 2026). WESTERN MOUNTAIN TRANSPORT INC leads with an average weekly pay of $1,700 and an average $5,000 sign-on bonus. South East Carriers INC follows at $1,800/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.
Oshkosh, 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 tops the Oshkosh, Wisconsin ranking with the strongest composite score across pay, safety, benefits, and operational signals. WESTERN MOUNTAIN TRANSPORT INC's FMCSA score is strongest on driver fitness — 93rd percentile. Lanefinder's application data flags WESTERN MOUNTAIN TRANSPORT INC as a responsive employer.
#2South East Carriers INC — $1,800/wk
South East Carriers INC's FMCSA score is strongest on driver fitness — 93rd percentile. Lanefinder's application data flags South East Carriers INC as a responsive employer.
#3PREMIER TRANSPORTATION — $1,950/wk
PREMIER TRANSPORTATION pays above the 83rd percentile on weekly pay for the Oshkosh, Wisconsin market. 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 Diaz Stone & Pallet Inc. at $1,750/wk, #10 True Transport Inc. at $2,250/wk.
Lane mix and benefits across Oshkosh, Wisconsin
The route mix in Oshkosh, Wisconsin this month tilts OTR: 20% regional, 75% OTR, 3% local, 1% semi-local — drawn from active postings, not historical surveys.
Across Oshkosh, Wisconsin CDL postings: 2% with guaranteed pay, 25% dedicated, 81% take-truck-home, 67% pet-friendly, 68% riders-allowed.
Oshkosh, Wisconsin vs Wisconsin: the numbers that diverge
| Oshkosh, Wisconsin | Wisconsin top 50 | Delta | |
|---|---|---|---|
| Sign-on bonus rate | 44% | 37% | +7 pt |
| Riders-allowed policies | 80% | 73% | +7 pt |
| Pet-friendly fleets | 72% | 67% | +5 pt |
Source: Lanefinder index, September 2026
Among the figures above, sign-on bonus availability is where Oshkosh, 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 Oshkosh, Wisconsin
- CDL driver salary in Oshkosh, Wisconsin
- Best trucking companies in Wisconsin
Where this data comes from
Pay carriers against each other within the same market (30%). Layer a weighted FMCSA SAFER safety percentile on top (25%). Score the benefits package against what actually matters for the hiring type — W2 health/financial benefits or owner-op operational perks (25%). Finish with operational performance: responsiveness to driver applications plus fleet scale (20%). All percentiles are recomputed monthly. Updated September 2026.