Driving Jobs in Milwaukee, WI — Start This Week - Page 2
180+ driving jobs in Milwaukee, WI hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Milwaukee.
Local Merchant Delivery Network
Milwaukee Independent Contractor Driver-Early Morning
Milwaukee, WI
$2,640 - $4,620
DoorDash
Weekend DoorDash Driver
Milwaukee, WI
$1,936 - $3,344
Midday Logistics Co.
Student Friendly:Driver Opportunity(Milwaukee)
Milwaukee, WI
$1,000 - $2,000
Uber
Milwaukee Ubereats Bicycle & Scooter Courier(Gig)
Milwaukee, WI
$2,800 - $5,040
Secure Document Couriers
Milwaukee Night Shift Legal/document Courier(Contractor)-Secure
Milwaukee, WI
$2,800 - $5,000
J.B. Hunt Transport
J.B. Hunt Regional Intermodal Driver(Gig)-Milwaukee
Milwaukee, WI
$5,500 - $8,500
Uber
Night Shift Driver(Gig Economy And Transportation)Vacancy in Milwaukee
Milwaukee, WI
$3,200 - $5,500
United Parcel Service (UPS)
Milwaukee Contract:UPS Package Delivery Driver
Milwaukee, WI
$4,000 - $8,000
Instacart
Instacart Full-Service Shopper
Milwaukee, WI
$2,500 - $4,500
Uber
Milwaukee Suburban Route Ubereats Driver(Gig)
Milwaukee, WI
$2,208 - $3,864
Grubhub
Grubhub Delivery Driver
Milwaukee, WI
$2,625 - $4,725
US Postal Service Contractors
Highway Contract Route (HCR) Driver
Milwaukee, WI
$4,480 - $7,840
Last updated: May 04, 2026