Driving Jobs in Milwaukee, WI — Apply Today

As of September 2026, there are 20+ open driving jobs in Milwaukee, WI. Current pay ranges from $14 to $90,000 per year. Top hiring areas include Delivery Driver and Box Truck. New roles are posted daily — listings on this page are verified and updated regularly.

Transportation Concepts

Part-Time Role in Milwaukee:Non-cdl Box Truck Delivery Driver

Milwaukee, WI

$20 - $26

Performance Foodservice

Part-Time Job in Milwaukee – CDL Class A Route Delivery Driver

Milwaukee, WI

$70,000 - $90,000

Spark Driver

Part-Time Walmart Spark Delivery Driver Job – Milwaukee Hiring

Milwaukee, WI

$15 - $21

Domino's Pizza

Part-Time Delivery Driver – Milwaukee,WI | Part Time Job

Milwaukee, WI

$14 - $22

Quest Diagnostics

Immediate Part-Time Medical Courier Delivery Driver Job –

Milwaukee, WI

$15 - $22

UPS

Part-Time Package Delivery Driver at UPS – Milwaukee | Part Time

Milwaukee, WI

$23 - $30

DoorDash

Part-Time Delivery Driver-Dasher – Milwaukee WI | Part Time Job

Milwaukee, WI

$15 - $25

Amazon Flex

Part-Time Role in Milwaukee:Delivery Driver-Independent

Milwaukee, WI

$18 - $25

FedEx

Flexible Part-Time Ground Delivery Driver in Milwaukee | Part

Milwaukee, WI

$21 - $26

Amazon DSP

Part-Time Role in Milwaukee:Delivery Driver | Part Time Job

Milwaukee, WI

$22 - $28

Domino's Pizza

Pizza Delivery Driver

Milwaukee, WI

$2,625 - $4,410

Amazon DSP

Amazon DSP Delivery Driver

Milwaukee, WI

$3,850 - $5,280

Driving Jobs in Milwaukee — FAQ

How many driving jobs are available in Milwaukee, WI right now?
There are currently 20+ open driving jobs in Milwaukee, WI. They range from CDL-A truck driving and local home-daily routes to delivery, box truck, bus and non-CDL driving work. New routes are added daily.
How much do driving jobs pay in Milwaukee?
Pay in Milwaukee depends on the licence and the type of driving: delivery and non-CDL routes usually run $18–$26/hr, local CDL work $22–$32/hr, and CDL-A regional or OTR seats $1,200–$1,900 a week. Night runs and specialised freight such as flatbed or tanker pay more.
Are there driving jobs in Milwaukee with no experience?
Yes. Many employers in Milwaukee run paid CDL training or hire recent CDL school graduates, and non-CDL delivery, shuttle and rideshare work needs only a regular licence and a clean record.
Can I get a driving job in Milwaukee that is home every night?
Local routes in Milwaukee are home daily, including delivery, box truck, yard, dump truck and local CDL-A work. Regional runs get you home weekly, and OTR means longer stretches away for higher weekly pay.
Do I need a CDL to drive in Milwaukee?
Not for every job. Cargo van, sprinter, courier, shuttle and most 26' box truck routes need only a regular driver's licence. A CDL-B is needed for heavier straight trucks and buses, and a CDL-A for tractor-trailers.
What do employers check before hiring a driver in Milwaukee?
Your driving record for the last 3–5 years, a background check, and for commercial roles a DOT physical and drug test. Most insurers require drivers to be at least 21 for interstate work.
Which companies are hiring drivers immediately in Milwaukee?
Many carriers, delivery firms and local fleets in Milwaukee hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 20+ open routes above and apply directly.

Last updated: September 28, 2026