Driving Jobs in Milwaukee, WI — Apply Today - Page 12
Driving companies hiring in Milwaukee, WI — 160+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Milwaukee.
US Postal Service Contractors
Independent Mail Route Contractor
Milwaukee, WI
$4,600 - $7,474
United States Postal Service
Seasonal Postal Delivery Worker
Milwaukee, WI
$3,000 - $5,500
United States Postal Service
Commercial Box Truck Mail Courier (MVO)
Milwaukee, WI
$4,200 - $6,300
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Milwaukee, WI
$5,060 - $7,360
United States Postal Service
Assistant Rural Carrier (Weekend & Holiday Delivery)
Milwaukee, WI
$1,500 - $2,500
United States Postal Service
City Carrier Assistant (CCA)
Milwaukee, WI
$2,944 - $4,140
US Postal Service Contractors
Highway Contract Route (HCR) Driver
Milwaukee, WI
$4,000 - $7,000
United States Postal Service
Rural Carrier Associate (RCA)
Milwaukee, WI
$3,400 - $4,800
Regional Expedite Logistics
Milwaukee Independent Contractor Driver-Long Distance / Regional
Milwaukee, WI
$3,850 - $6,600
Urban Pedal Logistics
WI Career:Independent Contractor Driver-Urban E-bike/scooter Courier
Milwaukee, WI
$2,300 - $4,140
On-Demand Tasks Network
Milwaukee Contractor Opening:Independent Contractor Driver-On-demand
Milwaukee, WI
$2,240 - $4,480
Heavy Freight Logistics
Milwaukee:Cargo Van / Box Truck Specialist
Milwaukee, WI
$5,250 - $8,925
Last updated: May 12, 2026