Regional CDL Driver Jobs in Wisconsin April 2025

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.
Depending on how often you want to go home, you can gross from 5-9k per week and net 2.5-3.5k.

Short HIGH Paying Loads

Direct Freight

Flexibility and full transparency guaranteed

Ashley Distribution Services LTD

Regional OTR CDL-A Truck Driver | $81,000/year

Hiring in Wisconsin and 46 other locations
OTR, Regional
Weekly
$81,000 Per year

Top 25% of drivers earn $81,000 annually. Regional routes. Regular 34-hour resets at home. No-touch freight.
Mix of live load/unload and drop and hook accounts. Consistent, high weekly miles. Excellent, premium equipment.
Generous benefits package: Can add up to an additional 27% on top of your base salary! Job stability.

Hittman Transport Services, Inc.

Owner Operators CDL A Team Truck Drivers

Hiring in Wisconsin and 46 other locations
Regional
Daily, Flexible
$10,000 Per week

Hittman Transport Services, Inc. is contracting owner operators.
Teams make up to $10,000 weekly. Quarterly Fuel Discount, plus Discounts at the pump.
Hittman Transport pays for the yearly expenses: tolls, fuel tax, tractor washes...

Jeep Transport LLC

CDL A Company Driver | OTR, Regional, Dedicated

Hiring in Wisconsin and 46 other locations
OTR, Regional
2 weeks out, 3 weeks out
$0.60 Per mile

Equipment: 2020-2024 automatic Freightliner Cascadia
Flexible Home Time. No Force Dispatch. No Hazmat Loads
Pets Friendly. APU, Fridge, Power Inverter in trucks

Dedicated Local and Regional Runs

Show ME Transportation

CDL A Driver - Dry Van - Home Weekly

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$0.70 Per mile

Home weekly for reset
Full benefits - Medical, Dental, Vision, 401k, Life, etc.
Pay rate increase per experience level

Dedicated Trucking Solutions

Regional CDL A Truck Driver- Online Orientation

Hiring in Wisconsin and 47 other locations
Regional
Flexible
$80,000 - 87,000 Per year

Morning start times - between 0500 - 0900. Averages projected at $80,000-87000 per year, touch freight
Drivers will not be delivering on Thanksgiving. they should be able to get home at a reasonable time that day.
Company matched 401(k) retirement savings plan. Select health benefits eligibility after just 30 days of employment!

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
Drivers will secure the loads. Positions are limited

KLM Trucking

Semi-Local | Flatbed | CDL-A Truck Driver

Hiring in Wisconsin and 47 other locations
Local, Regional
Weekly
$1,655 Per week

Solo dedicated account. Regional operating area. Home most days
Benefits start at 30 days. Positions are limited
Drivers will strap all loads. Home most days.

Pelts Xpress

CDL A Owner Operator | Regional Runs

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

$250/week - Dry Van Rental. Get a FREE trailer for 1 month!
20+ years experience in dispatching. Abundant Freight
Assistance with Plates & Registration. Warm and welcoming team

FREE 30 Days Trailer Rent

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

Plates & Registration Program

Delta Carrier Group, Inc

CDL A OTR Lease Driver / SAP Accepted

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

Fuel discounts available!. Reefer average 2500-3000 Miles weekly.
OPERATING MOSTLY MIX OF MIDWEST, NORTH EAST, AND SOUTHERN STATES.
No down payment OR balloon payment. Tons of new trucks available

Ferrous Metal Transfer Co.

OTR FLATBED TRUCK DRIVER

Hiring in Wisconsin and 47 other locations
OTR, Regional
Weekly
27% Of gross

New, leased trucks! 2021-2023 FREIGHTLINER CASCADIAS
Exceptional Bonus plan! Comprehensive Benefits Package
Bonuses available: Attendance ($185/quarterly), Safety($100/quarterly), Yearly Retention($1000/year)

Road King Express Inc

OTR Company Dry Van Driver

Hiring in Wisconsin and 47 other locations
OTR, Regional
2 weeks out
28% Of gross
/
$0.60 - 0.70 Per mile

Freightliner Cascadia & Western Star trucks from 2019 to brand new. Trailers from 2019 to brand new.
Gross: 28% Solo, 32% Team / or CPM. 24/7 roadside assistance and logbook service.
$400 advance per week on a card if needed. Flights to our office in Chicago and hotel accommodation are provided

Beemac Trucking

Class A Owner Operators - Flatbed

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$2,000 - 3,000 Per week

We are currently looking for Class A CDL Owner Operators. Owner Operator company. Dry Van will Gross $5,000-$6,000 a Week. Flatbed will Gross $6,000-$8,000 a Week.
Home Every Weekend or you can stay out multiple weeks. Company Paid Liability and Cargo Insurance. No IFTA Charges. Insurance Program. 100% Non-Forced Dispatch.
National Fuel Discount Program ( Average $0.50 to $0.80 off ). Tag Program. Trailer Rental Program. FSC. Must Have at least 2 Years of CDL A Experience.

South Shore Transportation Company

CDL-A Flatbed Truck Driver - Home Weekly

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$1,800 Per week

Our family business is committed to providing our customers AND our employees with superior service. Join the South Shore family today! No flatbed experience? No problem!
CDL-A flatbed truck driver jobs that GET YOU HOME! Spend quality time at home on the weekends and get steady loads when you join South Shore Transportation! We have a new increased pay package and are offering more benefits for regional CDL-A flatbed runs in!
Great health benefits starting the first of the month after 60 days. Group health, dental, vision, life, short-term disability, prescription drug card, flexible spending account. Assigned late model equipment (Volvos and Freightliners, 100% with auto-shift transmission, and 3000-Watt inverter).

PGT Trucking, Inc.

CDL A Flatbed Company Driver Position

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

Drive for the Best: Company flatbed drivers at PGT Trucking earn an average of $84,000 per year with top performers earning more! Be home every weekend. Drive new 2023 and 2024 International and Peterbilt Tractors, and enjoy excellent benefits.
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!
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

Regional CDL driver jobs in Wisconsin