OTR CDL Driver Jobs in Wisconsin February 2026

CDL DNA

OTR 1099 Company Driver - $0.65 CPM ALL MILES

Hiring in Wisconsin and 22 other locations
OTR
2 weeks out
$0.65 Per mile

Top equipment (Volvo, Freightliner, Kenworth, Pete)
We pay every Friday for all loads delivered up until Monday of the same week.
Pets and passengers are always welcome

Avoid 34h restarts

Consistent flow of loads

Friendly and professional office team

Trimac Transportation Inc

OTR CDL-A HazMat Company Driver | Up to 75 CPM

Hiring in Wisconsin and 46 other locations
OTR
3 weeks out
$0.75 Per mile

$94,250-$113,100/yr. $1,813- $2,175/wk. Paid by mileage $0.75CPM (loaded) & $0.70CPM (empty).
Drivers are out 3 weeks. Pick up points : Various locations in the US & Canada. 2500-3000 miles a week.
Paid weekly direct deposit. Paid orientation training. Holiday and vacation pay. Tuition reimbursement.

Meiborg Bros Inc

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

Hiring in Wisconsin and 46 other locations
OTR
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)

JS Helwig And Son LLC

CDL-A OTR Reefer Company Driver | 55-65 CPM

Hiring in Wisconsin and 46 other locations
OTR
Weekly
$0.55 - 0.65 Per mile

Starting pay of .55 CPM with raises up to .65 CPM. Trucks governed at 68 MPH. Get paid weekly.
Free Rider program from day one (we will pay for your riders travel). Sign-on bonus currently $1,000
All trucks are equipped with APU, refrigerator, and 1800 inverters. Referral Bonus.

Gypsum Express, LTD

Midwest OTR CDL-A Flatbed Driver | No Exp

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

Driver Referral Bonuses. Yearly Safety Bonus. Compliance Bonus. Military Pay Increase.
Tuition Reimbursement. Paid Orientation & Training. Paid Vacation. 401K with Company Match.
Medical, Dental and Eye Glass. Life Insurance. Short Term/Long Term Disablity. Working 5 days a week.

U.S. Xpress, Inc.

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

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

Extra cash for every doubles load. Newer equipment averaging 18 Months.
Convenient Home-Base Terminals. Health, Dental & Vision Insurance. Pet Insurance.
Tuition Reimbursement. Employee Assistance Program. Paid Orientation.

Ashley Distribution Services LTD

CDL-A OTR Pacific Northwest Truck Driver | 53 CPM

Hiring in Wisconsin and 46 other locations
OTR
Weekly
$0.53 Per mile

Generous benefits package. Modern fleet of well-maintained 2015-2023 model year trucks.
Steady general freight. 70% pre-loaded pickups and 30% drop deliveries.
Pre-planned OTR routes in the Western states with the chance to see all 48 states.

MLC LLC

OTR Class A Truck Driver | 65 CPM

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

Pay: From $0.65 per mile. Average 2,500 to 3,000 miles/week. 401(k) matching.
Dental insurance. Employee assistance program. Health, Life insurance.
Loading / unloading pay. Detention pay. Health savings account.

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.

Denney Transport LTD

OTR CDL-A Company Truck Driver | Up to 68CPM

Hiring in Wisconsin and 46 other locations
OTR
3 weeks out
$0.60 - 0.68 Per mile

Stoppage Pay: $50 Per Stop - 1st and Last Not Included. Detention Pay: $25 Per Hour. Layover: $175.
Runs to NYC and Chicago NOT Required. Medical, Dental, Vision (Cigna). Life Insurance. AD&D.
Critical Illness. STD & Accident Insurance. 401K. 48 Hours of Accrued PTO. 2020 or newer Volvo tractors.

Just Trucking Services

CDL A - Lease to purchase with $0 Down

Hiring in Wisconsin and 45 other locations
OTR, Regional
Flexible
$90,000 - 120,000 Per year

OTR drivers wanted willing to start their own business.
Low weekly payments. Weekly gross 6k-8k. No hidden fees
Start and grow your trucking business with us!

No Credit Check

Get One or Multiple Trucks

$0 Down for Truck and Trailer

Marvin Keller Trucking

CDL A Driver | Lease - Purchase Owner Operator

Hiring in Wisconsin and 46 other locations
OTR
Flexible
$120,000 - 150,000 Per year

Experienced & Knowledgeable Mentors & Support Staff.
Reached Milestones of 30 Lease Purchase Contractors in 2023.
Fleet Specs to Keep Safe & Costs Low. Latest Technology.

Royal Trucking Company

Lease CDL A OTR Truck Driver

Hiring in Wisconsin and 46 other locations
OTR
Flexible
$78,000 - 100,000 Per year

Dry Van Trainees : Up to $58K Year. Dry Van Experienced Drivers : $72K-$78K Yearly.
Flatbed Trainees : $61K Year. Flatbed Experienced Drivers : $85K-$100K Yearly.
Zero Money Down. No Credit Check. Walk Away if the Program isn't Working for You.

Innfinity Logistics Inc

CDL A Lease To Purchase | Dry Van/Reefer/Flatbed

Hiring in Wisconsin and 46 other locations
OTR
3 weeks out
$2,000 - 5,500 Per week

$2,000- $3,500 Dry Van & Reefer solo drivers.
$2,700 - $5,500 Flatbed solo drivers.
24/7/365 Support (Fleet, Safety, Dispatch, Afterhours)

Risinger Brothers Transfer, Inc.

CDL-A Lease Purchase | Solo Gross $4K-6K/Weekly

Hiring in Wisconsin and 46 other locations
OTR
Flexible
$1.22 Per mile

$1.22 per mile + Current Fuel Surchage Rate on all loaded and empty dispatched miles.
$2,500 Solo Sign On Bonus - $5K Team Sign On Bonus.
Prioritized Home Time. Weekly Settlements. Company Paid Tolls & Scales.

OTR CDL driver jobs in Wisconsin