W2 CDL Driver Jobs in Wisconsin January 2026

American Central Transport, Inc.

OTR CDL-A Dry Van Driver | Midwest and Southeast

Hiring in Wisconsin and 22 other locations
Flexible
$80,000 - 118,000 Per year

Top earners avg. $118,000 / year. Avg. $80,000 / year. Run Midwest & Southeast! (No Northeast).
Strong safety record. No touch freight. Medical, dental, vision, life & AD&D insurance. 401(k).
Paid vacation time & holiday pay. Pet rider options. Outstanding equipment. Referral bonus.

Trancasa USA Inc

OTR CDL-A Truck Driver | Up to 60 CPM

Hiring in Wisconsin and 46 other locations
Weekly
$0.60 Per mile

Health, dental, and Vision benefits. Free life insurance. Weekly performance bonus.
Trucks in great conditions. Up to 60 cent per mile. CDL Driver. Full-time Job Position.
Trancasa USA, Inc. provides equal employment opportunities to all employees and applicants.

Killpack Trucking Inc

CDL-A Solo & Team Drivers | Home every week

Hiring in Wisconsin and 46 other locations
Weekly
$0.47 - 0.54 Per mile

Pay: $0.47 - $0.54 per mile. 3600 to 3800 miles per week. No forced dispatch.
Insurance benefits. Dedicated freight. Paid after every trip. 401(k). Dental insurance.
Health insurance. Paid time off. Vision insurance. Detention pay. Layover pay. Extra stop pay.

Witte Brothers Exchange Inc

CDL-A OTR Truck Driver | Up to 65 CPM

Hiring in Wisconsin and 46 other locations
Weekly
$0.50 - 0.65 Per mile

Industry-leading pay: Up to $0.65 per mile. Weekly home time. 24/7 dispatch support.
401(k) with company match. Supplemental pay: detention, stop pay, layover. Steady freight.
Advanced tech: ELDs, GPS/Co-Pilot, driver app. Driver appreciation program & monthly bonuses.

CRST The Transportation Solution Inc

CDL-A Truck Driver | 95% No touch, Drop and Hook

Hiring in Wisconsin and 46 other locations
2 weeks out
$100,000 Per year

Up to $100K a year. Averaging 2500-3000 miles per week. 95% No touch, Drop and Hook. Running over the road.
$0.03 CPM additional Safety Bonus. Automatic transmissions. Variable home time (biweekly+) depending on location.
Benefits: Medical Bridge, Major Medical, Dental, Vision, Life Insurance and 401K.

Ascend Transportation LLC

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

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

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.
I-Pass and Pre-Pass provided. Paid vacation and holidays. Run on average 5.5 days per week.

Magari Enterprises, Inc.

CDL A Lease To Purchase Owner Operator

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

0$ Payment Down and NO credit check history.
NO BALLOON PAYMENT. Walk away lease.
Fuel card. Fuel discount. Referral 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.

Morgan Van Lines, Inc.

CDL-A Truck Driver | No Touch Dry Van

Hiring in Wisconsin and 46 other locations
Weekly
$1,300 Per week

We put our drivers first. New MVL drivers average $1,400+ weekly.
Our best drivers earn up to $100,000 per year.
98% No Touch Freight. Owned by drivers, so we know how life is on the road.

Crete Carrier Corporation

CDL A Dry Van Company Driver | OTR

Hiring in Wisconsin and 46 other locations
Weekly
$0.60 - 0.63 Per mile

OTR Starting Pay: 60 to 63 CPM, depending on experience.
Industry Leading Benefits. Safe Driver Productivity Bonus.
Annual profit sharing: Contributed $13 million towards employee profit sharing in 2023!

Southern Tier Express, Inc.

CDL-A Driver | 350$ per day

Hiring in Wisconsin and 46 other locations
Weekly
$300 - 350 Per day

We are looking for a reliable and experienced Truck Driver to join our team.
Benefits: 401(k), Dental insurance, Fuel card, Health insurance
Paid sick time, Paid time off, Paid toll fees, Paid training

CZ Logistics

CDL-A Truck Driver | Car Hauling

Hiring in Wisconsin and 46 other locations
Weekly
$90,000 - 100,000 Per year

CDL-A Truck Drivers will get home weekly. Shift- Day Shift, will include Saturdays.
Paid Hourly at $29- Overtime pay after 40 at $43.50- $90,000- $100,000 per year.
Dedicated account. Driver load/unload. Car Hauling

System Transport

OTR CDL A Flatbed Driver | 55-60 CPM

Hiring in Wisconsin and 46 other locations
Weekly
$0.55 - 0.60 Per mile

Experienced Flatbed CDL-A drivers. OTR route. Medical, dental, vision & life insurance.
Earn $.55 to $.60 per mile or $900 - $1,600 per week (depending on experience).
Benefits are available to enroll in after the eligibility waiting period has been met.

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

Schedules and Lanes facilitates guaranteed weekly home time.
Annual pay can range from $70,000 to $100,000. Record/Experience Considered.
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

Medical, Dental, Vision, and Life Insurance
Paid orientation and job-specific training
401K with company match. Paid vacation and holidays

W2 CDL driver jobs in Wisconsin