HomeDriver JobsWisconsinMilwaukee, WI

Milwaukee, WI

CDL-A Truck Driving Jobs in Milwaukee, WI

Driving jobs in Milwaukee and nearby Oak Creek, Franklin, Waukesha. Browse by route and freight, then get matched with carriers hiring near you.

Local
$50k–$75k /yr
Regional
$55k–$80k /yr
OTR
$60k–$90k /yr

Milwaukee sits at the junction of I-94 and I-43 on Lake Michigan, where Port Milwaukee moves about 2.3 million metric tons of cargo annually and two Class I railroads link the Upper Midwest to national markets.

Whether you want OTR miles, a regional run home most weekends, or a local job home every night, Milwaukee's freight density means steady work close to home. Pick a route below or get matched and we'll bring the offers to you.

Regional CDL-A jobs in Milwaukee, WILocal CDL-A jobs in Milwaukee, WIDry Van Regional jobs in Milwaukee, WIReefer Regional jobs in Milwaukee, WI
See all Wisconsin driving jobs →

Get matched with carriers hiring in Milwaukee

Tell us your experience, freight, and schedule. We'll line up carriers hiring near Milwaukee — free, fast, no obligation.

Get matched →