Updated May 2026
Best Trucking Companies in Wauwatosa, Wisconsin (May 2026)
361 carriers in Wauwatosa, Wisconsin are actively recruiting W2 company drivers as of May 2026. Each is scored on a composite of compensation, FMCSA safety, benefits, and operational performance. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. True Transport Inc. follows at $2,250/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 May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
The trucking companies leading Wauwatosa, Wisconsin this month
The top of the list is KEEP TRUCKING LLC at $2,200/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1KEEP TRUCKING LLC — $2,200/wk
KEEP TRUCKING LLC tops the Wauwatosa, Wisconsin ranking with the strongest composite score across pay, safety, benefits, and operational signals. KEEP TRUCKING LLC's weekly pay ranks in the 95th percentile across Wauwatosa, Wisconsin. Top FMCSA dimension here is controlled-substances compliance, in the 88th percentile. Application-response data flags this carrier as a responsive employer.
#2True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 92nd percentile on weekly pay for the Wauwatosa, Wisconsin market. Strongest FMCSA dimension is unsafe-driving avoidance — 99th percentile. Application-response data flags this carrier as a responsive employer.
Despite ranking below #1, True Transport Inc. outpays the leader on weekly average — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC's weekly pay ranks in the 95th percentile across Wauwatosa, Wisconsin. On unsafe-driving avoidance, the carrier ranks in the 94th percentile per FMCSA SAFER data.
Also in the top 10: #4 Covenant Transport Inc at $1,762/wk, #5 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #6 PREMIER TRANSPORTATION at $1,700/wk, #7 Badger Express LLC at $1,700/wk, #8 KEN GRAHAM TRUCKING INC at $2,000/wk, #9 JS HELWIG & SON LLC at $1,850/wk, #10 Diaz Stone & Pallet Inc. at $1,750/wk.
Lane mix and benefits across Wauwatosa, Wisconsin
Of active CDL postings in Wauwatosa, Wisconsin this month, 20% are regional and 73% are OTR (long-haul). Local and semi-local routes account for the remaining 7%.
Guaranteed pay is on offer at 1% of Wauwatosa, Wisconsin postings; dedicated routes at 24%; take-truck-home at 79%. Pet-friendly policies appear at 64% and riders-allowed at 65%.
How Wauwatosa, Wisconsin compares to Wisconsin
| Wauwatosa, Wisconsin | Wisconsin top 50 | Delta | |
|---|---|---|---|
| Sign-on bonus rate | 46% | 38% | +8 pt |
| Pet-friendly fleets | 72% | 67% | +5 pt |
Source: Lanefinder index, May 2026
Wauwatosa, Wisconsin's biggest divergence from Wisconsin is on sign-on bonus availability, 8 points above the state 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 Wauwatosa, Wisconsin
- CDL driver salary in Wauwatosa, Wisconsin
- Best trucking companies in Wisconsin
How we compile these rankings
Four weighted components. Compensation carries 30% and includes pay percentile, sign-on bonus tier, guaranteed-pay availability, and settlement frequency. FMCSA safety carries 25%, built from five SAFER dimensions. Benefits carry 25%, scored separately for W2 versus owner-operator carriers. Operational performance carries 20%, measuring application responsiveness and fleet scale. Updated May 2026.