Cdl Driver Jobs in Waukesha, WI — Open Positions

As of October 2026, there are 59 cdl driver openings in Waukesha, WI. Local pay ranges from $20 to $364,000/year. Listings are updated daily — benefits start Day 1 for most positions.

Sysco Corporation

Flexible Sysco Foodservice Box Truck Driver(Waukesha)

Waukesha, WI

$5,500 - $8,500

Matheson Postal Services

USPS Mail Haul Truck Driver - CDL A Contractor

Waukesha, WI

$77,000 - $99,000

Foremost Transport

Mobile Home Transport Driver - CDL A Oversize Load

Waukesha, WI

$82,800 - $110,400

Jack Cooper Transport

CDL A Truck Driver - Auto Hauler Car Transport

Waukesha, WI

$95,000 - $135,000

Pella Windows and Doors

Glass and Window Delivery Driver - CDL B Flatbed

Waukesha, WI

$25 - $31

General Beer Northeast

Beer Delivery Driver - CDL A Distributor Route

Waukesha, WI

$25 - $32

Hora Express

CDL A Owner Operator Truck Driver - 91% Pay

Waukesha, WI

$260,000 - $364,000

Cintas Corporation

Cintas Uniform & Linen Box Truck Driver|Flexible|Waukesha

Waukesha, WI

$4,500 - $7,000

IEW Construction

CDL A Truck Driver - Local Lowboy Heavy Haul

Waukesha, WI

$32 - $38

United Parcel Service (UPS)

Hiring:UPS Commercial Box Truck Driver(Flexible,Waukesha)

Waukesha, WI

$5,000 - $8,500

First Student

School Bus Driver - CDL B with Passenger and S Endorsements

Waukesha, WI

$20 - $28

Sysco Corporation

Sysco Foodservice Box Truck Driver(Contract)-Waukesha,WI

Waukesha, WI

$5,500 - $8,500

Cdl Driver Jobs in Waukesha — FAQ

How many cdl driver jobs are open in Waukesha, WI?
There are currently 59+ cdl driver positions in Waukesha, WI. New cdl driver roles are added regularly — check this page for the latest openings.
How much do cdl driver jobs pay in Waukesha?
Cdl Driver pay in Waukesha 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 cdl driver jobs in Waukesha require experience?
Many cdl driver positions in Waukesha 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 cdl driver jobs in Waukesha?
Browse the 59+ cdl 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 Waukesha

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171 open positions

Other Driving Jobs in Waukesha

7 open positions

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6 open positions

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4 open positions

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1 open positions

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Last updated: October 03, 2026