Owner Operator Jobs In Wisconsin

Wisconsin
Owner operator truck driver beside a semi-truck in Wisconsin.

Wisconsin is a major hub for food processing, manufacturing, and dairy freight, providing consistent owner operator jobs in Wisconsin. Independent drivers are essential for moving goods from the state's numerous distribution centers to retail and industrial sites across the state and neighboring states like Illinois and Minnesota. Owner operators here often specialize in reefer and dry van freight, which command premium pay due to the specialized nature of the haul.

Wisconsin's business climate is generally favorable for small trucking operations, offering a central base to run lanes across the Midwest and into the South. The I-94 and I-43 corridors are your main arteries, connecting you to major markets like Chicago, Minneapolis, and Milwaukee. If you're ready to grow your trucking business in a state with non-stop freight and a favorable operating environment, explore the top owner operator opportunities in the Badger State today and take charge of your financial future.

Featured Opportunities

⭐ FEATURED

Empire National

Based in Chicago, IL

26FT Box Truck Owners
$4,000 - $8,000 a week Owner Operator
✓ Regional & OTR Routes ✓ Fuel discount ✓ No Forced Dispatch ✓ Weekly Settlements
Apply now →
⭐ FEATURED

TRANSGEORGIA LLC

Based in Chicago, IL

Owner Operators Needed – Cargo vans, sprinters & Large Box Trucks
$5,811 - $6,405 a week Owner Operator
✓ Consistent Work Next-Day Pay ✓ No Forced Dispatch ✓ Referral program Apply now →

Available Owner Operator Jobs in Wisconsin

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Road Runners America Logistics LLC

Milwaukee, Wisconsin $2,200 - $3,500 a week Owner Operator Posted: 2025-12-09
Prosper in Wisconsin's growing market as an independent owner-operator with Road Runners America Logistics LLC. The freight landscape in Wisconsin is thriving, presenting prime opportunities for those ready to seize the moment. Enjoy excellent compensation of $3,500.00 weekly with routes scheduled from Monday to Sunday. In this business-friendly environment, you have the chance to build your enterprise while benefiting from a robust package designed for your success. Drive forward in Wisconsin today and shape your future!
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Grow Your Owner Operator Career in Wisconsin

Take control of your routes and earnings. Explore profitable Owner Operator positions across Wisconsin with carriers that value independence and reliability.

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