Updated November 2026
Best Trucking Companies in Wauwatosa, Wisconsin (November 2026)
358 carriers in Wauwatosa, Wisconsin are actively recruiting W2 company drivers as of November 2026. Each is scored on a composite of compensation, FMCSA safety, benefits, and operational performance. Herrington Transportation Inc. leads with an average weekly pay of $2,000. 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 November 2026
McLeod Express LLC at #3, SAFE WAY CARRIER LLC at #5, and MNS1 EXPRESS INC at #7 are new to the top 50 in Wauwatosa, Wisconsin. Biggest climbs: Herrington Transportation Inc. (#37 → #1) and True Transport Inc. (#13 → #2). Biggest fall: LAWRENCE TRANSPORTATION COMPANY (#1 → #24). Elsewhere in the top 50, 5 carriers joined, 8 left, and 36 changed rank.
All changes since October 2026
The trucking companies leading Wauwatosa, Wisconsin this month
The top of the list is Herrington Transportation Inc. at $2,000/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1Herrington Transportation Inc. — $2,000/wk
Herrington Transportation Inc. tops the Wauwatosa, Wisconsin ranking with the strongest composite score across pay, safety, benefits, and operational signals. Herrington Transportation Inc. pays above the 86th percentile on weekly pay for the Wauwatosa, Wisconsin market. Herrington Transportation Inc. responds to driver applications more reliably than the Wauwatosa, Wisconsin median.
#2True Transport Inc. — $2,250/wk
True Transport Inc. is up from #13 last month, one of the largest jumps in the Wauwatosa, Wisconsin ranking. The carrier ranks in the 97th percentile for weekly pay in Wauwatosa, Wisconsin. Strongest FMCSA dimension is unsafe-driving avoidance — 98th percentile.
Despite ranking below #1, True Transport Inc. outpays the leader on weekly average — $2,250/week.
#3McLeod Express LLC — $1,483/wk
McLeod Express LLC makes its first-time appearance in Wauwatosa, Wisconsin's ranking this month. Strongest FMCSA dimension is unsafe-driving avoidance — 94th percentile. McLeod Express LLC offers a guaranteed weekly minimum.
Long-haul drivers who want a guaranteed paycheck: McLeod Express LLC is the only Wauwatosa, Wisconsin top-10 carrier offering it on OTR runs.
Also in the top 10: #4 PREMIER TRANSPORTATION at $1,950/wk, #5 SAFE WAY CARRIER LLC at $2,100/wk, #6 JK MOVING & STORAGE INC at $2,200/wk, #7 MNS1 EXPRESS INC at $2,050/wk, #8 HandledNow LLC at $1,550/wk, #9 Covenant Transport Inc at $1,762/wk, #10 Mountain States L.P. Gas at $2,000/wk.
Lane mix and benefits across Wauwatosa, Wisconsin
Of active CDL postings in Wauwatosa, Wisconsin this month, 21% are regional and 72% are OTR (long-haul). Local and semi-local routes account for the remaining 7%.
Guaranteed pay is on offer at 2% of Wauwatosa, Wisconsin postings; dedicated routes at 25%; take-truck-home at 78%. Pet-friendly policies appear at 64% and riders-allowed at 65%.
How Wauwatosa, Wisconsin compares to Wisconsin
Wauwatosa, Wisconsin's biggest divergence from Wisconsin is on dedicated routes, 11 points below 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 November 2026.