Driving Jobs in Milwaukee, WI — Start This Week - Page 14

Driving companies hiring in Milwaukee, WI — 160+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Milwaukee.

PepsiCo

Milwaukee Flexible Role:Route Sales Delivery Driver

Milwaukee, WI

$4,500 - $7,000

XPO Logistics

Local City Driver(Contract)|Milwaukee

Milwaukee, WI

$5,000 - $8,000

Old Dominion Freight Line

Old Dominion Linehaul Driver(Contract)|Milwaukee

Milwaukee, WI

$7,000 - $10,000

J.B. Hunt Transport

J.B. Hunt Regional Intermodal Driver(Gig)-Milwaukee

Milwaukee, WI

$5,500 - $8,500

Last updated: May 02, 2026