OTR & Long Haul Jobs in Waukesha, WI — Hiring Now

As of October 2026, there are 8 otr & long haul openings in Waukesha, WI. Local pay ranges from $71,250 to $382,200/year. Listings are updated daily — many roles offer flexible hours and employee discounts.

Schneider National

CDL A Truck Driver - OTR Dry Van

Waukesha, WI

$71,250 - $91,200

Crete Carrier

CDL A Truck Driver - Regional Dry Van Home Weekly

Waukesha, WI

$72,000 - $92,000

CRST The Transportation Solution

CDL A Truck Driver - OTR Team Driver

Waukesha, WI

$86,500 - $110,000

Hora Express

CDL A Owner Operator Truck Driver - 91% Pay

Waukesha, WI

$273,000 - $382,200

Black Eagle Express

CDL A Truck Driver - OTR Flatbed Conestoga

Waukesha, WI

$104,000 - $130,000

Quantix

CDL A Truck Driver - Regional Liquid Tanker Hazmat

Waukesha, WI

$90,000 - $110,000

Shaffer Trucking

CDL A Truck Driver - OTR Refrigerated Reefer

Waukesha, WI

$80,000 - $95,000

Jack Cooper Transport

CDL A Truck Driver - Auto Hauler Car Transport

Waukesha, WI

$95,000 - $135,000

OTR & Long Haul Jobs in Waukesha — FAQ

How many otr & long haul jobs are open in Waukesha, WI?
There are currently 8+ otr & long haul in Waukesha, WI. New otr & long haul roles are added regularly — check this page for the latest openings.
How much do otr & long haul jobs pay in Waukesha?
Pay for otr & long haul in Waukesha varies by employer, equipment and how much time you spend away. Many positions offer flexible scheduling and employee discounts, and some include shift differentials for nights and weekends. Browse the listings above to see pay details for each opening.
Do these otr & long haul positions require experience in Waukesha?
Many otr & long haul positions in Waukesha require no prior experience, and most employers provide paid on-the-job training. Check individual listings for specific requirements.
How do I apply for otr & long haul jobs in Waukesha?
Browse the 8+ otr & long haul listings above, click on any position for full details including pay and shift times, then follow the application link to the employer. Most driver applications take about 10–20 minutes online.

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Regional Driving Jobs in Waukesha

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Weekend Driving Jobs in Waukesha

4 open positions

Local Driving Jobs (Home Daily) in Waukesha

3 open positions

Night Shift Driving Jobs in Waukesha

2 open positions

Last updated: October 05, 2026