Delivery Driver Jobs in Milwaukee, WI — Start This Week

As of April 2026, there are 124 delivery driver openings in Milwaukee, WI. Local pay ranges from $440 to $9,180/year. Listings are updated daily — benefits start Day 1 for most positions.

Uber

Milwaukee Campus Area Ubereats Driver(Gig)

Milwaukee, WI

$2,808 - $5,184

Grubhub

Grubhub Bicycle & Scooter Courier

Milwaukee, WI

$2,275 - $4,095

Regional Expedite Logistics

Milwaukee Independent Contractor Driver-Long Distance / Regional

Milwaukee, WI

$3,500 - $6,000

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Milwaukee, WI

$3,780 - $6,480

DoorDash

Part-Time DoorDash Driver (Lunch Rush Specialist)

Milwaukee, WI

$728 - $1,638

Uber

Uber Needs Ubereats Delivery Driver in Milwaukee | Hiring

Milwaukee, WI

$2,500 - $4,500

Grubhub

Grubhub Shop and Pay Driver

Milwaukee, WI

$2,576 - $4,416

Uber

Milwaukee Night Shift Ubereats Courier($2.8k-$4.8k/Month) | Hiring

Milwaukee, WI

$2,800 - $4,800

Lyft

Join Team:Part-time Rideshare Driver in Milwaukee,WI | Hiring

Milwaukee, WI

$500 - $1,500

Uber

Milwaukee Career:Uberxl Driver at Uber | Hiring

Milwaukee, WI

$4,000 - $6,500

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

Delivery Driver Jobs in Milwaukee — FAQ

How many delivery driver jobs are open in Milwaukee, WI?
There are currently 124+ 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 124+ 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

608 open positions

Delivery Driver Jobs in Columbus

452 open positions

Delivery Driver Jobs in Lakewood

426 open positions

Delivery Driver Jobs in Columbia

422 open positions

Delivery Driver Jobs in Bloomington

391 open positions

Delivery Driver Jobs in Greenville

390 open positions

Delivery Driver Jobs in Albany

364 open positions

Delivery Driver Jobs in Auburn

361 open positions

Delivery Driver Jobs in Franklin

358 open positions

Delivery Driver Jobs in Long Beach

335 open positions

Other Driving Jobs in Milwaukee

Other Driving Jobs in Milwaukee

6 open positions

Part-Time Driving Jobs in Milwaukee

6 open positions

Grocery Jobs in Milwaukee

2 open positions

Weekend Driving Jobs in Milwaukee

2 open positions

Last updated: April 26, 2026