Delivery Driver Jobs in Milwaukee, WI — Start This Week

As of May 2026, there are 116 delivery driver openings in Milwaukee, WI. Local pay ranges from $12 to $135,000/year. Listings are updated daily — benefits start Day 1 for most positions.

FedEx

Join Team:Ground Delivery Driver(Flexible,Milwaukee)

Milwaukee, WI

$18 - $22

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Milwaukee, WI

$3,185 - $5,460

Shipt

Flexible Hours:Driver Opportunity-Milwaukee

Milwaukee, WI

$16 - $22

Canteen

Part-Time Job in Milwaukee:Vending Machine Delivery Driver And

Milwaukee, WI

$18 - $24

DoorDash

Join Doordash in Milwaukee as a Delivery Driver-Food Delivery Part

Milwaukee, WI

$15 - $22

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Milwaukee, WI

$5,500 - $9,350

Stevens Trucking

Urgent Hire in Milwaukee:Driver Opportunity

Milwaukee, WI

$85,000 - $115,000

Quest Diagnostics

Flexible Gig:Delivery Driver-Medical Courier Pharmaceuticals

Milwaukee, WI

$20 - $26

Quest Diagnostics

Medical Courier Delivery Driver

Milwaukee, WI

$2,800 - $4,200

Cintas

Uniform And Linen Service Delivery Driver|Part-Time Job|Milwaukee

Milwaukee, WI

$22 - $28

Domino's Pizza

Pizza Delivery Driver

Milwaukee, WI

$2,500 - $4,200

GoPuff

Milwaukee Job:Convenience Store Delivery Driver(Contractor) | Hiring

Milwaukee, WI

$3,136 - $5,040

Delivery Driver Jobs in Milwaukee — FAQ

How many delivery driver jobs are open in Milwaukee, WI?
There are currently 116+ 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 116+ 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.

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Other Driving Jobs in Milwaukee

Cdl Driver Jobs in Milwaukee

30 open positions

Other Driving Jobs in Milwaukee

8 open positions

DSP Driver Jobs in Milwaukee

3 open positions

Yard Jockey Jobs in Milwaukee

1 open positions

Warehouse Jobs in Milwaukee

1 open positions

Part-Time Driving Jobs in Milwaukee

1 open positions

Last updated: May 13, 2026