CDL Jobs in Milwaukee, Wisconsin

Find truck driving opportunities in Milwaukee – Local, Regional, OTR & Owner Operator positions available.

150+
Active CDL Jobs
$70K+
Average Driver Salary
25+
Local Trucking Companies
$200K+
Owner Operator Potential
Milwaukee CDL jobs remain among the most consistent in the Midwest, supported by the city’s industrial base and Great Lakes port access. Major routes along I-94 and I-43 connect Milwaukee to Chicago, Minneapolis, and Detroit, creating constant freight flow for manufacturing, retail, and food transport. CDL drivers in Milwaukee benefit from reliable pay, strong union representation, and opportunities across every major trucking segment.

CDL Job Types in Milwaukee, Wisconsin

Latest CDL Job Listings in Milwaukee,Wisconsin

Class A Local P&D Driver (MKE)

Xpress Global Systems, LLC.

Milwaukee, Wisconsin $26.50 an hour Full-time
Drive local routes as a Class A Local P&D Driver with Xpress Global Systems, LLC. based in Milwaukee, WI 53224, where robust infrastructure and high freight density ensure a steady flow of work. Enjoy a competitive pay rate of $26.50 per hour while benefiting from home daily and convenient day shifts starting at 6 AM. With access to modern equipment and strong 24-hour dispatch support, your driving experience will be efficient and hassle-free.
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TRUCK DRIVER / DEDICATED LANE / OTR / CDL A

Road Runners America Logistics LLC

Milwaukee, Wisconsin $2,200 - $3,500 a week Owner Operator
Drive success from Milwaukee with Road Runners America Logistics LLC, where owner-operators can earn up to $3,500.00 per week. This area boasts a robust network of freight opportunities and resources tailored for independent contractors. The community fosters strong connections, ensuring you have the support needed to grow your business. With a generous benefits package and a commitment to your success, this market is ideal for those looking to thrive locally.
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Trucking Companies in Milwaukee

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