Updated July 2026
Best Trucking Companies in Sheboygan, Wisconsin (July 2026)
Lanefinder is tracking 316 W2 trucking carriers in Sheboygan, Wisconsin (July 2026). True Transport Inc. leads with an average weekly pay of $2,250. Forest Brook Trucking LLC follows at $1,600/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 July 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Sheboygan, Wisconsin's top trucking carriers right now
The top of the list is True Transport Inc. at $2,250/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1True Transport Inc. — $2,250/wk
True Transport Inc. is number-one in Sheboygan, Wisconsin this month on the composite ranking. True Transport Inc.'s weekly pay ranks in the 97th percentile across Sheboygan, Wisconsin. Top FMCSA dimension here is unsafe-driving avoidance, in the 99th percentile.
#2Forest Brook Trucking LLC — $1,600/wk
Forest Brook Trucking LLC's FMCSA score is strongest on hours-of-service compliance — 97th percentile. Forest Brook Trucking LLC tracks as a responsive employer on application-response data.
#3PREMIER TRANSPORTATION — $1,950/wk
PREMIER TRANSPORTATION's weekly pay ranks in the 86th percentile across Sheboygan, Wisconsin. PREMIER TRANSPORTATION ranks in the 97th percentile for driver fitness on FMCSA SAFER data.
Also in the top 10: #4 JK MOVING & STORAGE INC at $2,200/wk, #5 Covenant Transport Inc at $1,762/wk, #6 South East Carriers INC at $1,600/wk, #7 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #8 Diaz Stone & Pallet Inc. at $1,750/wk, #9 KEN GRAHAM TRUCKING INC at $2,000/wk, #10 C & G TRANSPORTATION INC at $2,000/wk.
What Sheboygan, Wisconsin drivers actually run
Of active CDL postings in Sheboygan, Wisconsin this month, 20% are regional and 76% are OTR (long-haul). Local and semi-local routes account for the remaining 4%.
Guaranteed pay is on offer at 2% of Sheboygan, Wisconsin postings; dedicated routes at 24%; take-truck-home at 80%. Pet-friendly policies appear at 66% and riders-allowed at 65%.
How Sheboygan, Wisconsin compares to Wisconsin
| Sheboygan, Wisconsin | Wisconsin top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $1,925 | $1,876 | +3% |
| Sign-on bonus rate | 42% | 33% | +9 pt |
Source: Lanefinder index, July 2026
The largest gap is on sign-on bonus availability: Sheboygan, Wisconsin sits 9 points above the Wisconsin baseline.
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 Sheboygan, Wisconsin
- CDL driver salary in Sheboygan, Wisconsin
- Best trucking companies in Wisconsin
Where this data comes from
Carriers are scored against carriers in their own market. The composite is 30% compensation (pay + bonus + guaranteed pay + settlement cadence), 25% FMCSA safety, 25% benefits (W2 vs owner-op scoring), and 20% operational performance (responsiveness + fleet scale). No paid placement — the weights are the same for every carrier in the index. Updated July 2026.