Regional CDL Driver Jobs in Wisconsin December 2025

CDL DNA

Team Dry Van - Contracted freight - 7,000+ miles

Hiring in Wisconsin and 46 other locations
Dedicated, OTR, Regional
3 weeks out
$0.76 Per mile

You can expect earning $5,320 - $5,475 per week consistently.
We promise 7,000+ miles per week and consistent work
Company will pay for your drug test, flight and accommodations to help you join our team effortlessly.

Drivers Top Choice

Consistent Contracted Freight

300+ Trucks Fleet

Indian River Transport Co

East Central Regional CDL-A Truck Driver | 60 CPM

Hiring in Wisconsin and 46 other locations
Regional
2 weeks out
$0.60 Per mile

$0.60 Cpm - Loaded & Empty. +.05 CPM for HazMat. $200 Monthly Safety Bonus. $20/hr. Detention Pay.
Home every 2 weeks. No Tanker Experience Required. Extra Pay for Loads < 250 miles. Rider Policies.
Paid Orientation. Medical, Dental & Vision. 401(K) with Company Match. Clean Inspection Bonus

CDL DNA

Owner Operator - Dedicated Midwest Regional Runs

Hiring in Wisconsin and 10 other locations
Dedicated, Regional, Regional Dedicated
2 weeks out, 3 weeks out
88% Of gross

We offer to split 88% / 12%, where the fee will cover our dispatch and safety services.
We have a lot of broker connections and book loads before they get to the board.
We are very flexible and will adjust to your liking.

Short HIGH Paying Loads

Direct Freight

Flexibility and full transparency guaranteed

Ascend Transportation LLC

Midwest Regional CDL-A Truck Driver | 56-67 CPM

Hiring in Wisconsin and 11 other locations
Regional
Weekly
$0.56 - 0.67 Per mile

Stop pay and detention pay. Midwest-focused routes with options for longer runs. Consistent year-round freight.
Updated fleet - average truck is less than 3 years old. Monthly safety bonus. Annual mileage bonus.
Health, dental, vision and life insurance. Short and long-term disability. 401k plan with employer contribution.

DSI Bulk Transport, CO Inc.

CDL A Driver $2,600/week

Hiring in Wisconsin and 46 other locations
Regional
Weekly
$1,800 - 2,600 Per week

Supplemental pay types: Bonus opportunities, detention pay, safety bonus
At DSI we pride ourselves on Safety, excellent customer service and top of the line equipment.
Pay: $1,800.00 - $2,600.00 per week. Have benefits.

Sinbex Dispatch LLC

Owner Operators & Fleet Owners | Power Only

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$5,000 - 10,000 Per week

Transparency is key, and the moto we live by
Load booking, Rate negotiating, Signing rate confirmations and broker-carrier packets
Fixed commission fee. Welcome small fleet owners

KLM Trucking

Regional | CDL-A Truck Driver | Dedicated Lanes

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$1,445 - 1,540 Per week

Mix of flatbed and van trailers. HazMat and TWIC required
Solo dedicated account. Regional operating area
Paid orientation and job specific training

KLM Trucking

CDL-A Truck Driver | No Touch | Dry Van

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$1,210 - 1,565 Per week

No touch freight. Regional operating area. Weekends off
Positions are limited. 6 months recent tractor trailer experience required.
Medical, Dental, Vision and Life Insurance. 401K with company match

Pelts Xpress

CDL A Owner Operator | Regional Runs

Hiring in Wisconsin and 46 other locations
OTR, Regional
Flexible
88% Of gross

Consistent direct customer freight, both Regional and OTR!
$250/week - Dry Van Rental. Get a FREE trailer for 1 month!
Flexible dispatch adjusted to your preference. Solo & Team loads

FREE 30 Days Trailer Rent

Up to $0.40 fuel discount (100% to the owner)

Plates & Registration Program

Ohio Transport Corporation

CDL A Flatbed Company Driver

Hiring in Wisconsin and 47 other locations
OTR, Regional
Weekly
28% Of gross
/
$1,680 Per week

28% of the load. Health insurance/401K. No forced dispatch
Flatbed Driving Positions - Truck Gross up to $6,000/week
EXPERIENCE CHAINING AND TARPING REQUIRED

Dedicated Logistics, Inc

Class A Regional Flatbed Driver Home Weekly

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$83,200 Per year

10-15% of the loads require tarping (4ft tarps).
Flex Spending and Disability. Paid Vacation and Holidays
Paid Training. Discounts on many events

PGT Trucking, Inc.

CDL A Flatbed Company Driver Position

Hiring in Wisconsin and 47 other locations
OTR, Regional
Weekly
$84,000 Per year

PGT Trucking, a 2023 Best Fleets to Drive For® Top 20 Company, is hiring Class A CDL Flatbed Truck Drivers. We provide 24/7 support for our drivers, treating you with the respect you deserve. Join PGT and find out what makes us the best!
Home every weekend. New 2023 and 2024 International and Peterbilt Tractors. Weekly pay. Paid Orientation in Blairsville, PA (PGT provides all travel arrangements. Experienced flatbed drivers can seat the first week!
Medical, dental and vision insurance. Company-paid life insurance and long-term disability. 401(k), including 100% match up to 5% gross pay. $5,000 driver referral bonus. Retention bonuses with safety incentives - $6,000 within the first two years

Keystone Automotive Operations, Inc.

CDL A Regional Dry Van Driver

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$0.52 Per mile

Dedicated routes to only our company locations and no touch freight! No routes departing on Friday or Saturdays! Includes routes to US & Canadian cities.
Keystone Automotive Operations, Inc. is currently looking to hire a Full-Time Company CDL Driver for our Austell, GA regional distribution center!
Keystone Automotive Operations, Inc. is currently looking to hire a Full-Time Company CDL Driver for our Austell, GA regional distribution center! Benefits Package: Includes Medical, Dental, Vision, & other benefits.

Clean Harbors

Owner Operator-Class A Dry Van

Hiring in Wisconsin and 47 other locations
OTR, Regional
2 weeks out
$4,500 Per week

$7500 Sign-on Bonus Available. Clean Harbors San Jose, CA location is looking for an OTR Class A Dry Van Driver to join their safety-conscious team! Average annual driver salary: $250K+/yr
Health and Safety is our #1 priority and we live it 3-6-5! Positive and safe work environments. Opportunities for growth and development in all the stages of your career.
Ensures that Health and Safety is the number one priority by complying with all safe work practices, policies, and processes and acting safely at all times. Operates tractor-trailer tanker units and other vehicles.

Ruan Transportation Management Systems

Dry Van CDL Driver

Hiring in Wisconsin and 47 other locations
OTR, Regional
Flexible
$80,000 Per year

This position will receive hybrid pay of $.46/mile, $10/hr on duty, $15/stop, and $25 per diem for overnight runs. With an average of 2,000 miles per week, drivers can expect to earn an average of $80,000 per year, paid weekly. This job also offers a $3,500 sign-on bonus!
Our drivers have varied work weeks and start times, with 2 consecutive days off, plus home time during the week. Drive newer 2019 Freightliners (sleepers), receive NEW tablets, and work at a local company shop that keeps equipment up to date and inspection ready.
Ruan appreciates your commitment to our success. We're equally committed to providing you with competitive, affordable health and wellness benefits to help you take care of yourself and your family. View all benefits information here.

Regional CDL driver jobs in Wisconsin