W2 CDL Driver Jobs in Wisconsin February 2026

Americold Logistics, LLC

OTR CDL-A Reefer Truck Driver | $1250-1400/wk

Hiring in Wisconsin and 46 other locations
Flexible
$1,250 - 1,400 Per week

Earn very steady pay, of $1,250 $1,325, or $1,400 weekly. 6-days, 12-days or 18 days out schedule.
Assigned trucks, 70 Mph govern, APU, fridge. Paid Weekly! Health, Vision, Dental Insurance.
Rx, 401k, Paid Time Off. No-touch deliveries of frozen food at various locations.

Soldwedel And Horn Enterprises Inc

OTR Solo Reefer Truck Driver | 73-80 CPM

Hiring in Wisconsin and 46 other locations
Weekly
$0.73 - 0.80 Per mile

No Driver Load / Unload. No slip seating. Company Driver (W2, Solo). Refrigerated.
Get 2 days of home time for every 10 days worked. 7 - 21 expected days out.
Benefits: Medical, Life and Disability. Paid vacation. Accommodation is covered.

Ruan Transportation Management Systems

Regional CDL-A Truck Driver | Drop & hook | 59CPM

Hiring in Wisconsin and 3 other locations
Weekly
$0.59 Per mile

Get paid weekly while earning $0.59 per mile, plus $0.20 per mile weekend premium. Drop and hook freight.
Drivers will be out for 5 days at a time and home with 2 consecutive days off. Newer model Freightliners.
We're equally committed to providing you with competitive, affordable health and wellness benefits. Health insurance.

Countryside Auto Transport Inc

OTR CDL-A Car Hauler | Up to $100,000+/year

Hiring in Wisconsin and 46 other locations
Flexible
$75,000 - 100,000 Per year

Up to $100,000+/year (includes CPM, per diem, pay per car). +0.10 for east coast miles. +$20.00 per car loaded.
Paid for ALL MILES driven via Electronic Logs. 5-10 days out at a time, 2-3 home (FLEXIBLE!).
Routes: NO Northwest and New York City. Late Model Equipment. All automatics. Full Benefit Package.

Marquardt - Skyway Transportation

OTR CDL-A Reefer Company Driver | $1,600+ Weekly

Hiring in Wisconsin and 46 other locations
Flexible
$0.54 Per mile

$1,600+ Weekly. 54 CPM. 2,500- 3,000 MPW. You Determine Your Home Time. Variety of Routing Options.
Extra Stop, Detention, Layover, and Breakdown Pay. Pet Program. Weekly Pay. Driver Referral Bonuses.
Direct Deposit. 2021 and Newer Equipment. APUs and Inverters. Double Bunk. Refrigerator. TV Mounts.

CDL DNA

CDL A - Company Driver OTR W2

Hiring in Wisconsin and 25 other locations
2 weeks out, 3 weeks out
$0.60 - 0.63 Per mile

As a driver for Real, you will enjoy a stable work, predictable paycheck and full package of benefits.
We provide you with a fully loaded 2021-2024 Freightliner Cascadia equipped with a refrigerator, microwave, inverter, APU, mattress, and tablet.
Our goal is to ensure that our drivers are safe, comfortable, and well-compensated.

W2 and 1099 Positions Available

Professional Work Environment

Fully Loaded Trucks

Heartland Express

CDL-A Regional Truck Driver | Dry Van No Touch

Hiring in Wisconsin and 46 other locations
Weekly
$67,000 - 94,000 Per year

Weekly Home Time. 48 State Operating Area.
Dry Van Freight No Touch, Drop and Hook.
Health, dental, vision and life insurance.

JBS Carriers, Inc.

Dedicated Regional CDL A Driver | $1,450/Week

Hiring in Wisconsin and 4 other locations
Weekly
$1,450 Per week

Dedicated Runs. Midwest and Northeast.
No-Touch Freight. Additional safety bonuses.
Health Benefits. Anniversary Pay.

Magari Enterprises, Inc.

CDL A Lease To Purchase Owner Operator

Hiring in Wisconsin and 45 other locations
Flexible
$6,000 - 9,000 Per week

NO BALLOON PAYMENT. Walk away lease.
Fuel card. Fuel discount. Referral program.
Passenger ride along program.

Riverside Transport Inc.

OTR CDL-A Company Driver - Dry Van

Hiring in Wisconsin and 46 other locations
2 weeks out
$0.58 - 0.62 Per mile

Earn $0.58 - $0.62 per Mile Based on Experience.
100% No Touch, Dry Van Freight. Home Every 2 Weeks.
Medical, Dental, Vision and Life Insurance. Paid Time Off.

D Rig Trucking, Inc.

Solo Owner Operator Driver | 12,000/week

Hiring in Wisconsin and 46 other locations
Flexible
$12,000 Per week

Pay: $12,000.00 per week
Expected hours: No more than 70 per week
Paid orientation. Paid time off. Paid toll fees. Paid training.

Jim Lawrence Transportation, Inc.

Owner Operators OTR CDL A Truck Driver

Hiring in Wisconsin and 46 other locations
Weekly, Flexible
$100,000 - 290,000 Per year

Pay: $100,000.00 - $290,000.00 per year.
Drivers are treated with respect by dispatchers. You're a person, not just a truck number.
Drivers are home most weekends. No forced dispatch

America's Catch Inc.

CDL A OTR Truck Driver Position With Benefits

Hiring in Wisconsin and 46 other locations
Weekly
$552 - 2,350 Per week

Annual pay can range from $70,000 to $100,000. Record/Experience Considered.
Company Paid Health Insurance, Dental, Vision, and Disability Insurance available, Vacation Pay
Well maintained dedicated equipment, average age of Tractor fleet less than 3 years

Oriole Transportation

CDL-A Truck Driver | Dry Van | No Touch

Hiring in Wisconsin and 47 other locations
2 weeks out
$1,375 - 1,665 Per week

Dedicated Accounts. No-Touch Freight
Paid orientation and job-specific training
401K with company match. Paid vacation and holidays

Blackwell's Trucking Inc.

Regional Dry Van CDL A Drivers

Hiring in Wisconsin and 47 other locations
Weekly
$1,300 - 1,575 Per week

Drivers average weekly is $1,300- $1,575 or more
100 %No Touch Freight
2800 weekly average miles

W2 CDL driver jobs in Wisconsin