Driving Jobs in Milwaukee, WI — Hiring Now - Page 12
160+ driving jobs in Milwaukee, WI hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Milwaukee.
US Postal Service Contractors
Independent Mail Route Contractor
Milwaukee, WI
$3,520 - $5,720
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
$3,520 - $5,280
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Milwaukee, WI
$5,500 - $8,000
United States Postal Service
Assistant Rural Carrier (Weekend & Holiday Delivery)
Milwaukee, WI
$1,365 - $2,275
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
$3,094 - $4,368
United States Postal Service
City Carrier Assistant (CCA)
Milwaukee, WI
$2,720 - $3,825
Regional Expedite Logistics
Flexible Independent Contractor Driver-Long Distance / Regional
Milwaukee, WI
$4,024 - $6,899
Urban Pedal Logistics
Work in Milwaukee:Independent Contractor Driver-Urban E-bike/scooter
Milwaukee, WI
$2,125 - $3,825
On-Demand Tasks Network
Independent Contractor Driver-On-demand Errands Position in Milwaukee
Milwaukee, WI
$2,240 - $4,480
Heavy Freight Logistics
Milwaukee Contractor Cargo Van / Box Truck Specialist | Hiring
Milwaukee, WI
$4,550 - $7,735
Last updated: May 13, 2026