© 2026 Copyright CDL Job Now. All Rights Reserved.

Powered by Career Now Brands.

Madison, Wisconsin CDL Driver Jobs

Are you looking for CDL truck driving jobs near Madison, WI? Whether you're starting out or advancing your career, find top companies offering competitive pay, excellent benefits, and various routes – from local delivery to long haul. Discover opportunities in the Madison area to keep you on the road and moving forward!

Recently Added Jobs in Madison, WI

Showing 10 of 132 jobs total

Multiple Driver Positions - Open Interview - Oak Creek, WI

Greco and Sons

Local

Earn $22.00 - $24.25/Hour*

Up to $10,000 Sign-On Bonus*

Healthcare Benefits

CDL-A Solo OTR Truck Driver

U.S. Xpress

OTR Long Haul

Earn 54 - 64 CPM*

Top 20% Earn $1,450-$2,100+/Wk

Average 2,000 Miles per Week

Dedicated CDL-A Dry Van Driver

Werner Enterprises

Regional, Dedicated

Average $80,000+ per Year*

Home Weekly or Bi-Weekly*

Comprehensive Benefits Package

CDL-A Reefer Owner Operators

APL Cargo, Inc.

Regional

Avg $7,000 - $9,000/Wk, Gross

Trailer Leasing Available*

Consistent Miles

CDL-A Truck Driver Trainers

Western Express, Inc.

Regional

Earn Up to $100,000 per Year

NEW Safety Bonuses

Excellent Benefits

CDL-A Lease Purchase Driver

Soar Transportation Group

OTR Long Haul

Avg. $200,000-$215,000+/Year

No-Touch Freight

Comprehensive Benefits Package

CDL-A Reefer Truck Driver

Marten Transport

Regional

Earn $65,000-$85,800/Year*

Hiring Bonus

401(k) Match

Regional CDL-A Driver - Midwest Region

Millis Transfer

Regional, OTR Long Haul

Average $1,600/Week

Home Every Weekend

Comprehensive Benefits

Dedicated Regional CDL-A Drivers - East

C.R. England

Regional, Dedicated

Average $75,000 Annually*

2-3 Weeks Out - 2-3 Days Home

Full Benefits Package

Experienced CDL-A Flatbed Driver

System Transport

OTR Long Haul

Earn $56,888.00-$109,383.56/Yr

Transition Pay

Great Benefits