W2 CDL Driver Jobs in Wisconsin May 2026

Meiborg Bros Inc

OTR HazMat Company Driver | Up to $100k/yr

Hiring in Wisconsin and 46 other locations
2 weeks out
$80,000 - 100,000 Per year

Pay is set at $80,000/ yr for 2 Weeks Out / 4 Nights Off or $100,000 / yr for 5 Weeks Out / 5 Nights Off.
Drivers must be willing to run all 48 states, we do not force dispatch NYC. Life Insurance.
Medical, Dental, Vision Insurance. Short Term Disability. Paid Vacation and Sick Leave. 401(k)

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.

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.
Quarterly Safety & Performance Bonuses Start Day 1! Passenger & Pet Friendly. 9 Paid Holidays
Tenure Pay Starting at 6 Months of Service. Medical, Dental, Vision, and Life Insurance.

U.S. Xpress, Inc.

OTR CDL-A Team Truck Drivers | Up to 66 CPM

Hiring in Wisconsin and 46 other locations
Flexible
$0.56 - 0.66 Per mile

56 to 66 CPM. Avg. 5,000 miles a week or more with this truck driving job. 401(k) Match
Convenient Home-Base Terminals. Health, Dental & Vision Insurance. Pet Insurance.
Tuition Reimbursement. Employee Assistance Program. Paid Orientation.

Eos Inc.

CDL-A Lease Purchase | $0 Down, No Credit Check

Hiring in Wisconsin and 46 other locations
2 weeks out
$2,200 - 2,500 Per week

Gross pay: $6,000-$8,000 weekly. Earn approx. $2,200-$2,500 weekly (after all lease cost). Lease Purchase Pay: 73% of revenue. Paid 2-day Orientation
$0 Down, No Credit Check. Home every 2 weeks.Truck Payments: typically range from $650-$1,040/week. Inspection and referral bonuses.
Lease Op Charges fixed cost: $475/week total. Pet & Rider policies. Medical, Dental, Vision, and 401K offered through 3rd parties.

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

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

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

$67,000 $94,000 depending on location.
Weekly Home Time. 48 State Operating Area.
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.

Longistics

OTR Team Drivers CDL A

Hiring in Wisconsin and 46 other locations
Few times per week
$0.80 Per mile

Average $4,000 Per Week, Split Between Drivers.
Free insurance, dedicated fleet, flexible hometime options.
Quarterly Bonus & Referral programs.

UST Logistical Systems, Inc.

Non-CDL Owner Operators Team Truck Drivers

Hiring in Wisconsin and 46 other locations
Flexible
$200,000 Per year

This is a business opportunity for Independent Owner Operators.
Pay: Up to $200,000.00 per year.
Consistent routes. Weekly settlements. Daily bonus potential.

Artur Express, Inc./TTS Logistics

OTR CDL-A Driver | Dry Van and Reefer

Hiring in Wisconsin and 46 other locations
Flexible
$0.53 - 0.67 Per mile

Miles and money - Our OTR solo drivers average 2,800 - 3,000 miles per week.
Weekly pay. Cash advances. Team opportunities. Passengers allowed.
99% one pick one drop, 100% no touch freight.

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.
Benefits are available to enroll in after the eligibility waiting period has been met.
Full pay package also includes other accessorial compensation.

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.
Company Paid Health Insurance, Dental, Vision, and Disability Insurance available, Vacation Pay

W2 CDL driver jobs in Wisconsin