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Owner-Op Β· Milwaukee, WI

Owner Operator Jobs in Milwaukee, WI

Owner-Op trucking positions, local pay data, hiring companies, and freight routes in the Milwaukee, Wisconsin market.

Avg Owner-Op Pay

$147,000 - $294,000+ gross

Demand Level

Very High

Top Employer

Landstar

Owner-Op Trucking in Milwaukee, WI

Owner-operators based in Milwaukee, WI can access strong spot market rates on the I-94 corridor. With Harley-Davidson (HQ) and other large shippers in the area, contract freight and dedicated lanes are available for established O/Os. Milwaukee's cost of living (below average) directly impacts take-home profit, making this market highly attractive for independent truckers.

Key Owner-Op Freight Routes

These corridors carry the highest volume of owner-op freight through the Milwaukee area.

I-94 corridor through Milwaukee
I-43 freight lane
Midwest broker lanes and seasonal ag freight

Companies Hiring Owner-Op Drivers in Milwaukee

These carriers actively recruit owner-op drivers in the Milwaukee, WI market.

1
Landstar
2
Dart Transit
3
Forward Air
4
Mercer Transportation
5
Total Quality Logistics

Ready to Drive Owner-Op in Milwaukee?

Submit your profile and get matched with carriers hiring owner-op drivers in Milwaukee, WI.

Frequently Asked Questions About Owner-Op Jobs in Milwaukee

How much do Owner-Op truck drivers make in Milwaukee, WI?

Owner-Op drivers in Milwaukee typically earn $147,000 - $294,000+ gross annually. Pay varies based on experience, endorsements, and carrier. The Milwaukee market's cost of living is below average, which affects real take-home purchasing power compared to the national average.

Is Milwaukee a good market for owner-operators?

Milwaukee is an excellent market for owner-operators. Spot rates on the I-94 corridor are competitive, and shippers like Harley-Davidson (HQ) and Rockwell Automation (HQ) offer dedicated contract opportunities. The area's cost of living (below average) impacts your net profitability.

How do I find owner-op trucking jobs in Milwaukee?

Start by checking major carriers hiring in Milwaukee: Landstar, Dart Transit, Forward Air. Apply directly through carrier websites for the best rates. You can also browse CDL job boards, attend local trucking job fairs, and network at the 18+ truck stops in the Milwaukee area. Having a clean MVR and 2+ years cdl-a experience gives you the strongest negotiating position.

Other Trucking Jobs in Milwaukee

Explore more CDL driver job types available in Milwaukee, WI.