Delivery Driver Jobs in Milwaukee, WI — Apply Today

As of May 2026, there are 197 delivery driver openings in Milwaukee, WI. Local pay ranges from $500 to $9,775/year. Listings are updated daily — benefits start Day 1 for most positions.

Paws In Motion Mobile

Driver Opportunity(Part-Time)@ Paws In Motion Mobile-Milwaukee

Milwaukee, WI

$4,000 - $6,500

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Milwaukee, WI

$3,449 - $6,324

Grubhub

Weekend Grubhub Delivery Professional

Milwaukee, WI

$1,870 - $3,230

ProWear Logistics

Earn Extra Cash:Driver Opportunity(Milwaukee)

Milwaukee, WI

$3,800 - $5,500

DoorDash

DoorDash Large Order (Catering) Driver

Milwaukee, WI

$3,185 - $5,460

Peak Season Logistics

Immediate Part-Time Seasonal Holiday Package Driver Job –

Milwaukee, WI

$2,975 - $4,250

Auto Logistics Pros

Milwaukee Career:Independent Contractor Driver-Auto Parts Courier at

Milwaukee, WI

$2,800 - $4,800

Task & Dash Couriers

On-Demand Local Courier (Gig Economy)

Milwaukee, WI

$2,000 - $4,000

Regional Expedite Logistics

Milwaukee Independent Contractor Driver-Long Distance / Regional

Milwaukee, WI

$3,220 - $5,520

J.B. Hunt Transport

Milwaukee Contract:J.B. Hunt Regional Intermodal Driver

Milwaukee, WI

$5,500 - $8,500

Shipt

Flexible Hours:Driver Opportunity-Milwaukee

Milwaukee, WI

$2,500 - $4,500

Secure Document Couriers

Milwaukee Independent Contractor Driver-Night Shift Legal/document

Milwaukee, WI

$2,800 - $5,000

Delivery Driver Jobs in Milwaukee — FAQ

How many delivery driver jobs are open in Milwaukee, WI?
There are currently 197+ delivery driver positions in Milwaukee, WI. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Milwaukee?
Delivery Driver pay in Milwaukee varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Milwaukee require experience?
Many delivery driver positions in Milwaukee welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Milwaukee?
Browse the 197+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

Delivery Driver Jobs in Other Cities

Delivery Driver Jobs in Springfield

990 open positions

Delivery Driver Jobs in Columbus

767 open positions

Delivery Driver Jobs in Columbia

710 open positions

Delivery Driver Jobs in Lakewood

705 open positions

Delivery Driver Jobs in Greenville

668 open positions

Delivery Driver Jobs in Bloomington

650 open positions

Delivery Driver Jobs in Auburn

623 open positions

Delivery Driver Jobs in Franklin

622 open positions

Delivery Driver Jobs in Albany

600 open positions

Delivery Driver Jobs in Middletown

584 open positions

Other Driving Jobs in Milwaukee

Other Driving Jobs in Milwaukee

15 open positions

Cdl Driver Jobs in Milwaukee

12 open positions

Part-Time Driving Jobs in Milwaukee

9 open positions

DSP Driver Jobs in Milwaukee

3 open positions

Grocery Jobs in Milwaukee

2 open positions

Weekend Driving Jobs in Milwaukee

1 open positions

Overnight Driving Jobs in Milwaukee

1 open positions

Last updated: May 08, 2026