W2 CDL Driver Jobs in Wisconsin June 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).
Home time you can choose up to 7 days / month. Paid practical miles avg. 2,400 / weekly.
Strong safety record. No touch freight. Medical, dental, vision, life & AD&D insurance. 401(k).

Gypsum Express, LTD

Midwest OTR CDL-A Flatbed Driver | No Exp

Hiring in Wisconsin and 12 other locations
Weekly
$100,000 Per year

OTR Flatbed Up To $100,000.00 Annual. Home Weekends. No Touch Freight. Fuel Bonus.
Driver Referral Bonuses. Yearly Safety Bonus. Compliance Bonus. Military Pay Increase.
Tuition Reimbursement. Paid Orientation & Training. Paid Vacation. 401K with Company Match.

Leggett & Platt Inc

OTR CDL-A Truck Drivers | $75K - $90K Per Year

Hiring in Wisconsin and 46 other locations
2 weeks out
$75,000 - 90,000 Per year

Drivers average $75K Per Year & Top 10% are averaging $90K. 2-Day Paid Orientation.
Tenure Pay Starting at 6 Months of Service. Medical, Dental, Vision, and Life Insurance.
80% Company Freight. Non-Hazmat Freight. Full Fleet Electronic Logs. Limited Touch Freight.

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.

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.

Ruan Transportation Management Systems

Regional CDL-A Truck Driver | Dry Van | 57 CPM

Hiring in Wisconsin and 2 other locations
Weekly
$0.57 Per mile

Get paid weekly with activity-based pay of $0.57 per mile, $21 per stop, $42 total for pick and delivery, and $25 per diem!
Drivers will average $1,600 gross income per week or $85,000 per year. No-touch freight.
Enjoy a Monday through Friday schedule with weekends off! Operate a 2024 Penske Sleeper and 53ft dry van.

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

Weekly Guarantee - $1,350. Earn $.56 - $.67 per mile, depending on experience (bonus included in wage).
Stop pay and detention pay. Midwest-focused routes with options for longer runs. Consistent year-round freight.
Health, dental, vision and life insurance. Short and long-term disability. 401k plan with employer contribution.

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.

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.

A&J Transportation

Class A CDL Truck Drivers | $2,300/week

Hiring in Wisconsin and 46 other locations
Weekly
$1,500 - 2,300 Per week

Pay: $1,500.00 - $2,300.00 per week.
Benefits: Dental insurance. Health insurance. Vision insurance.
Paid vacations. Daily orientation pay. Weekly cash advances.

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.
Annual Pay: The top 50% of Crete OTR drivers average $90,518 per year.
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

Western Dairy Transport LLC

Class A CDL Truck Driver | Earn over $100,000

Hiring in Wisconsin and 46 other locations
Flexible, 2 weeks out, 3 weeks out
$60,000 - 100,000 Per year

Drive Protected – Variety of insurance options for you & your family.
Drive Vacation Time – Accelerated PTO, so you can spend more time doing what you love.
Drive Healthy – Medical, Dental, and Vision plans to fit your needs.

W2 CDL driver jobs in Wisconsin