Driving Jobs in Waukesha, WI — Apply Today

As of September 2026, there are 20+ open driving jobs in Waukesha, 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 Non-cdl Box Truck Delivery Driver – Waukesha,WI | Part

Waukesha, WI

$20 - $26

Performance Foodservice

CDL Class A Route Delivery Driver|Part-Time Job|Waukesha | Part

Waukesha, WI

$70,000 - $90,000

Spark Driver

Part-Time Job in Waukesha – Walmart Spark Delivery Driver | Part

Waukesha, WI

$15 - $21

Domino's Pizza

Part-Time Job in Waukesha – Delivery Driver | Part Time Job

Waukesha, WI

$14 - $22

Quest Diagnostics

Part-Time Job in Waukesha – Medical Courier Delivery Driver

Waukesha, WI

$15 - $22

UPS

Part-Time Job in Waukesha:Package Delivery Driver | Part Time Job

Waukesha, WI

$23 - $30

DoorDash

Immediate Part-Time Delivery Driver-Dasher Job – Waukesha | Part

Waukesha, WI

$15 - $25

Amazon Flex

Part-Time Delivery Driver-Independent Contractor Job in Waukesha

Waukesha, WI

$18 - $25

FedEx

Evening Part-Time Ground Delivery Driver – Waukesha | Part Time

Waukesha, WI

$21 - $26

Amazon DSP

Part-Time Delivery Driver(Waukesha) | Part Time Job

Waukesha, WI

$22 - $28

Domino's Pizza

Pizza Delivery Driver

Waukesha, WI

$2,700 - $4,536

Amazon DSP

Amazon DSP Delivery Driver

Waukesha, WI

$3,080 - $4,224

Driving Jobs in Waukesha — FAQ

How many driving jobs are available in Waukesha, WI right now?
There are currently 20+ open driving jobs in Waukesha, 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 Waukesha?
Pay in Waukesha 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 Waukesha with no experience?
Yes. Many employers in Waukesha 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 Waukesha that is home every night?
Local routes in Waukesha 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 Waukesha?
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 Waukesha?
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 Waukesha?
Many carriers, delivery firms and local fleets in Waukesha 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