© 2026 Copyright CDL Job Now. All Rights Reserved.

Powered by Career Now Brands.

Sheboygan, Wisconsin CDL Driver Jobs

Are you looking for CDL truck driving jobs near Sheboygan, 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 Sheboygan area to keep you on the road and moving forward!

Recently Added Jobs in Sheboygan, WI

Showing 10 of 106 jobs total

OTR CDL-A Truck Driver

Barr-Nunn Transportation

OTR Long Haul

Earn $90,000-$112,000 per Year

Up to $1,875 Transition Bonus*

100% No-Touch Freight

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

CDL-A Dedicated Team Truck Driver

Inland Xpress

OTR Long Haul, Dedicated

Earn $78,000-$91,000/Yr/Driver

2 Round Trips Per Week

100% No-Touch Freight

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 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-$92,000/Yr*

2-3 Weeks Out - 2-3 Days Home

Full Benefits Package

CDL-A Company Truck Driver

J&R Schugel

OTR Long Haul

Earn: $62,900 - $85,800/Yr

Comprehensive Benefits Package

$2,500 Sign-On Bonus