Updated July 2026
Best Trucking Companies in Waukesha, Wisconsin (July 2026)
In Waukesha, Wisconsin as of July 2026, 361 carriers are actively hiring W2 company drivers. LAWRENCE TRANSPORTATION COMPANY leads with an average weekly pay of $1,680. 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.
Waukesha, Wisconsin's top trucking carriers right now
The top of the list is LAWRENCE TRANSPORTATION COMPANY at $1,680/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1LAWRENCE TRANSPORTATION COMPANY — $1,680/wk
LAWRENCE TRANSPORTATION COMPANY leads the Waukesha, Wisconsin market on combined pay and ranking score this month. On driver fitness, the carrier ranks in the 91st percentile per FMCSA SAFER data. LAWRENCE TRANSPORTATION COMPANY responds to driver applications more reliably than the Waukesha, Wisconsin median.
#2Forest Brook Trucking LLC — $1,600/wk
Forest Brook Trucking LLC's top FMCSA dimension is hours-of-service compliance, in the 97th percentile. Lanefinder's application data flags Forest Brook Trucking LLC as a responsive employer.
#3True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 91st percentile on weekly pay for the Waukesha, Wisconsin market. On unsafe-driving avoidance, the carrier ranks in the 99th percentile per FMCSA SAFER data.
True Transport Inc. doesn't top the ranking but offers higher weekly pay than #1 — $2,250/week.
Also in the top 10: #4 PREMIER TRANSPORTATION at $1,950/wk, #5 JK MOVING & STORAGE INC at $2,200/wk, #6 Covenant Transport Inc at $1,762/wk, #7 South East Carriers INC at $1,600/wk, #8 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #9 Diaz Stone & Pallet Inc. at $1,750/wk, #10 Badger Express LLC at $1,700/wk.
What Waukesha, Wisconsin drivers actually run
21% of Waukesha, Wisconsin's active CDL postings are regional and 72% are OTR; local plus semi-local accounts for the rest (7%).
Across Waukesha, Wisconsin CDL postings: 2% with guaranteed pay, 24% dedicated, 77% take-truck-home, 63% pet-friendly, 63% riders-allowed.
Waukesha, Wisconsin vs Wisconsin: the numbers that diverge
Among the figures above, sign-on bonus availability is where Waukesha, Wisconsin differs most from Wisconsin — 11 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 Waukesha, Wisconsin
- CDL driver salary in Waukesha, Wisconsin
- Best trucking companies in Wisconsin
Where this data comes from
The score is built from four buckets. Thirty percent compensation, drawn from real active job postings and modified by bonus and settlement structure. Twenty-five percent safety, from FMCSA SAFER. Twenty-five percent benefits, scored hiring-type-aware. Twenty percent operational performance, drawn from how carriers actually behave toward applicants. Updated July 2026.