Driving Jobs in Milwaukee, WI — Open Positions - Page 5
Driving companies hiring in Milwaukee, WI — 80+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Milwaukee.
E-Comm Transit Solutions
Student Friendly:Courier(Milwaukee)
Milwaukee, WI
$3,200 - $4,800
Local Logistics Pros
Earn Extra Cash:Driver Opportunity(Milwaukee)
Milwaukee, WI
$3,000 - $4,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Milwaukee, WI
$2,975 - $5,100
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Milwaukee, WI
$2,500 - $4,500
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Milwaukee, WI
$2,000 - $4,000
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Milwaukee, WI
$3,219 - $5,750
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Milwaukee, WI
$4,400 - $7,480
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Milwaukee, WI
$2,520 - $4,410
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Milwaukee, WI
$3,500 - $6,000
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Milwaukee, WI
$2,730 - $5,005
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Milwaukee, WI
$3,024 - $5,184
United Parcel Service (UPS)
UPS Package Delivery Driver
Milwaukee, WI
$4,000 - $7,500
Last updated: September 11, 2026