OTR CDL Driver Jobs in Wisconsin April 2026

CDL DNA

CDL A HazMat Reefer Driver - Up to $0.75/mile

Hiring in Wisconsin and 46 other locations
OTR
3 weeks out
$0.65 - 0.75 Per mile

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TOP PAY FOR QUALIFIED DRIVERS

CONTRACTED STABLE FREIGHT

BRAND NEW REEFER TRAILERS

CDL DNA

Team Dry Van - Contracted freight - 7,000+ miles

Hiring in Wisconsin and 46 other locations
Dedicated, OTR, Regional
3 weeks out
$0.76 Per mile

You can expect earning $5,320 - $5,475 per week consistently.
We require our drivers to stay on the road for at least 3 weeks to keep trucks profitable.
Company will pay for your drug test, flight and accommodations to help you join our team effortlessly.

Drivers Top Choice

Consistent Contracted Freight

300+ Trucks Fleet

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)

Trancasa USA Inc

OTR CDL-A Truck Driver | Up to 60 CPM

Hiring in Wisconsin and 46 other locations
OTR
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.

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Wisconsin and 46 other locations
OTR
Flexible
90% Of gross

90 Percent of Gross Pay! 24/7/365 Dispatch and Road Service. Weekly Pay Via Direct Deposit.
100% Fuel Advance with Competitive Fuel Discounts. Premium Health Benefits Package.
Reefer, Open-Deck, And Dry van Trailer Rental for as low as $250 per week. Full Service.

Thompson Transportation Inc

Company CDL-A OTR Driver | Home Every Weekend

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

Minimum CDL driver pay starts at $.50 but could be higher based on CDL driving experience.
Quarterly truck driver safety bonus of $.02 added to all miles driven within the quarter.
Truck Driver averages 2,500 miles per week. 401k plan with employer match. Holiday pay.

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.

CRST The Transportation Solution Inc

CDL-A Flatbed Owner Operator | Solo or Team

Hiring in Wisconsin and 46 other locations
OTR
Flexible
75% Of gross

Owner Operator Options. Solo or Team positions. Paid Up to 75% of the Gross revenue of each load. Weekly Payroll.
Flatbed securement training program available. Fleet Manager Assistance Option or Run On Your Own.
Manual and Automatic transmissions. Variety of Trailer Rental Options. Retention Bonuses available. Pick your Own Loads.

Countryside Auto Transport Inc

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

Hiring in Wisconsin and 46 other locations
OTR
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.
Routes: NO Northwest and New York City. Late Model Equipment. All automatics. Full Benefit Package.
Insurance: Health, Dental, Life, Vision, Short-term disability. 401K, Employer match. Vacation Pay.

Marquardt - Skyway Transportation

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

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

$1,600+ Weekly. 54 CPM. 2,500- 3,000 MPW. You Determine Your Home Time. Variety of Routing Options.
Medical, Vision, Dental After 60 Days. Performance Incentives/Driver Inspection Bonuses. Rider Program.
Extra Stop, Detention, Layover, and Breakdown Pay. Pet Program. Weekly Pay. Driver Referral Bonuses.

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

Motherland Investments

CDL A - OTR Dry van Company Driver

Hiring in Wisconsin and 4 other locations
OTR
2 weeks out
$0.65 - 0.70 Per mile

We are ex-drivers ourselves and treat all employees with dignity and respect, as we would want to be treated!
We're looking for responsible and experienced drivers to join our team.
We guarantee at least 3,000mi weekly and more if you desire.

No check hold

New equipment

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.
Zero Money Down. No Credit Check. Walk Away if the Program isn't Working for You.
Competitive Pay. Excellent Benefits. Consistent Freight.

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.
Average 3,000+ Miles Per Week for Solo

Buchanan Hauling & Rigging, Inc.

CDL A Dry Van Company Driver

Hiring in Wisconsin and 46 other locations
OTR
Weekly
$0.75 Per mile

Team Drivers Welcome. 24/7 Team Support for ANY needs.
Major Holidays OFF & PAID. Health Benefits. W2.
Trucks equipped w/ Inverters, APU’s, Fridge, Nice & Cleaned, and New Mattress

OTR CDL driver jobs in Wisconsin