Driving Jobs in Milwaukee, WI — Open Positions - Page 2
Driving companies hiring in Milwaukee, WI — 140+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Milwaukee.
Grubhub
Part-Time Large Order Delivery Driver – Milwaukee,WI | Part Time
Milwaukee, WI
$3,500 - $6,000
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Milwaukee, WI
$1,700 - $3,400
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Milwaukee, WI
$2,380 - $4,080
Uber
Join Team:Suburban Route Ubereats Driver in Milwaukee,WI | Hiring
Milwaukee, WI
$2,400 - $4,200
Grubhub
Campus Area Grubhub Driver
Milwaukee, WI
$2,808 - $5,184
Auto Logistics Pros
Apply Now:Independent Contractor Driver-Auto Parts Courier in
Milwaukee, WI
$2,380 - $4,080
Regional Expedite Logistics
Independent Contractor Driver-Long Distance / Regional
Milwaukee, WI
$3,500 - $6,000
Corporate Catering Couriers
Work in Milwaukee:Independent Contractor Driver-Catering Logistics
Milwaukee, WI
$3,500 - $6,000
Uber
Weekend Driver-Milwaukee,WI | Hiring
Milwaukee, WI
$2,000 - $3,500
Last Mile Logistics Network
Independent Contractor Driver - Last-Mile Logistics
Milwaukee, WI
$2,800 - $5,000
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Milwaukee, WI
$2,576 - $4,600
Local Merchant Delivery Network
$2.4k-$4.2k/Month Independent Contractor Driver-Early Morning
Milwaukee, WI
$2,400 - $4,200
Last updated: April 26, 2026