Cdl Driver Jobs in Waukesha, WI — Start This Week

As of May 2026, there are 31 cdl driver openings in Waukesha, WI. Local pay ranges from $17 to $334,880/year. Listings are updated daily — benefits start Day 1 for most positions.

MTA New York City Transit

Transit Bus Driver-CDL B Public Transportation•Waukesha,WI•MTA New

Waukesha, WI

$32 - $44

Hot Shot Transportation Co.

Immediate Opening in Waukesha for a Hot Shot Truck Driver-Owner

Waukesha, WI

$85,000 - $130,000

Coach USA

Waukesha Full-time Charter Bus Driver-CDL B With Passenger Endorsement

Waukesha, WI

$18 - $27

Hora Express

CDL A Owner Operator Truck Driver - 91% Pay

Waukesha, WI

$239,200 - $334,880

PepsiCo Beverages North America

Pepsi Beverage Delivery Driver - CDL A

Waukesha, WI

$27 - $36

Sysco

Sysco Foodservice Delivery Driver - CDL A Home Daily

Waukesha, WI

$95,200 - $117,600

Hunt Transportation

CDL A Truck Driver - Dedicated Account Home Daily

Waukesha, WI

$59,500 - $80,750

Shaffer Trucking

CDL A Truck Driver - OTR Refrigerated Reefer

Waukesha, WI

$92,000 - $109,249

IEW Construction

CDL A Truck Driver - Local Lowboy Heavy Haul

Waukesha, WI

$32 - $38

General Beer Northeast

Weekend Part-Time Beer Delivery Driver-CDL A Distributor Route –

Waukesha, WI

$25 - $32

CRST The Transportation Solution

CDL A Truck Driver - OTR Team Driver

Waukesha, WI

$90,825 - $115,500

Black Eagle Express

CDL A Truck Driver - OTR Flatbed Conestoga

Waukesha, WI

$94,640 - $118,300

Cdl Driver Jobs in Waukesha — FAQ

How many cdl driver jobs are open in Waukesha, WI?
There are currently 31+ 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 31+ 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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Last updated: May 14, 2026