Owner Operator CDL Driver Jobs in Wisconsin June 2025

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Wisconsin and 46 other locations
Owner Operator
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.

Magari Enterprises, Inc.

CDL A Lease To Purchase Owner Operator

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

0$ Payment Down and NO credit check history.
Fuel card. Fuel discount. Referral program.
Passenger ride along program.

Duka Transportation, Inc.

OTR Flatbed Owner Operators

Hiring in Wisconsin and 46 other locations
Owner Operator
Flexible
$300,000 - 360,000 Per year

Top 30% of our drivers earn $320,000 or more gross annually
Save on the fuel pumps - Company fuel cards with discount
Be home weekly or every other week

UST Logistical Systems, Inc.

Non-CDL Owner Operators Team Truck Drivers

Hiring in Wisconsin and 46 other locations
Owner Operator
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.

Just Trucking Services

CDL A Owner Operators For Dedicated Midwest Lanes

Hiring in Wisconsin and 3 other locations
Owner Operator
Flexible
$7,000 - 9,000 Per week

Consistent year-around freight. Spots are very limited
Looking for Owner Operators with or without trailer
For specific lanes information, please press "Apply now" to leave your contact information.

Year Around Contract

High Paying Dedicated Lanes

Only For Owner Operators

I&A LOGISTICS LLC

CDL A Owner Operator

Hiring in Wisconsin and 47 other locations
Owner Operator
Flexible
88% Of gross

So right now we got the contracts with new Amazon, Honda, Ford, GM FedEx, UPS
Working with VIP brokers. Our drivers are doing up to 9 to 12k.
Company fee 12% from total gross. Available amazon load board with 100% performance

FRANKLIN FREIGHT SOLUTIONS LLC

Owner Operator CDL A OTR / REGIONAL

Hiring in Wisconsin and 47 other locations
Owner Operator
Flexible
86% Of gross

Available 24/7 Dispatch Team. No forced Dispatch
Will Help With Insurance Claims. Work With Factoring Companies
Fuel Card - Saves UP TO $0.70 Per Gallon and Can Be Used Anywhere

Fuel discounts

Drivers Recruiting Help

Logix

Owner Operators- Dry Van Truck Drivers Needed

Hiring in Wisconsin and 47 other locations
Owner Operator
Flexible
88% Of gross
/
80% Of gross

95% of loads are in the Midwest/South. East/West is optional
Must Have 2 yrs Experience.. Must Have a Reliable Tractor
We pay 88% + expanses or 80%; Depending on whichever option you prefer

Rate Cons Transparency

100% fuel discounts

Leader Freight Systems

OTR DRY VAN OWNER OPERATORS

Hiring in Wisconsin and 47 other locations
Owner Operator
2 weeks out
91% Of gross

Get .20-.30cpg on more than 1300 gas stations across the state - Pilot, Love's, Flying J, and Speedway
Company fee - 9%. Auto liability and Cargo insurance $250 (weekly)
FIRST WEEK IS FREE OF CHARGE (NO TRAILER RENT, NO CARGO INSRUANCE AND AUTO LIABILITY IN FIRST WEEK)

Clean Harbors

Owner Operator-Class A Dry Van

Hiring in Wisconsin and 47 other locations
Owner Operator
2 weeks out
$4,500 Per week

$7500 Sign-on Bonus Available. Clean Harbors San Jose, CA location is looking for an OTR Class A Dry Van Driver to join their safety-conscious team! Average annual driver salary: $250K+/yr
Our Class A Driver is responsible for running a route from San Jose, CA to Salt Lake City, UT, running 2800 miles a week. Primarily driving tractor/trailer combos, this position requires traveling away from home for up to 12-14 days at a time.
Clean Harbor is an equal-opportunity employer. We do not discriminate against applicants due to race, ancestry, color, sexual orientation, gender identity, national origin, religion, age, physical or mental disability, veteran status, or based on any other federal, state/provincial, or local protected class.

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Reefe

Hiring in Wisconsin and 47 other locations
Owner Operator
Weekly
$5,000 Per week

Effortless Dispatch: Seamlessly manage your loads with our state-of-the-art Transportation Management System (TMS). Experience streamlined broker-to-carrier communication, real-time load tracking, and easy access to historical load information for reports and invoices.
Flexibility: As a contract-based opportunity, you can maintain your independence as a business owner while enjoying the benefits of our support services.
Market Updates: We provide valuable insights into market conditions, rate trends, and industry developments, in addition to personalized business operation updates, tailored to individual clients, to address their specific needs and goals.

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Dry Van

Hiring in Wisconsin and 47 other locations
Owner Operator
Weekly
$4,000 Per week

Are you an owner-operator or fleet owner looking for a trusted partner to handle your freight dispatching operations seamlessly? Look no further! 24/7 Dispatch Support: Our team is available around the clock to ensure your freight is managed efficiently, no matter the hour.
Sheppard Logistics Group is a trusted leader in freight dispatching and compliance services for owner-operators, fleet owners, and trucking companies. TMS Excellence: Our TMS simplifies your logistics by providing a single platform for communication, tracking, and reporting.
With a relentless commitment to excellence, we handle all day-to-day freight dispatching operations, providing 24/7 dispatch support and ensuring compliance with driver regulations and vehicle maintenance management.

S &P Dispatching

Reefer Owner Operator/Small Fleet Owners

Hiring in Wisconsin and 47 other locations
Owner Operator
Weekly
$6,100 Per week

Sutton & Pouncey Transportation is looking for quality, independent, Dry-Van & Reefer, owner operators, carriers and small fleets. We are dispatchers, carrier managers & logistics experts, who specialize in driver/carrier management.
S&P alleviates the pressure and stress of searching, booking and dispatching loads, as well as all the paperwork and on-boarding that comes with that, so you and your drivers can focus on safety and making more money.
Break-even analysis for your business to make sure you are running in the profit zone. 24/7 Dispatching service. Carrier packet setup. Compliance assistance & management. Lane specific placement to ensure the best rates for you

S &P Dispatching

Dry Van Owner Operator/Small Fleet Owners

Hiring in Wisconsin and 47 other locations
Owner Operator
Weekly
$6,100 Per week

S&P alleviates the pressure and stress of searching, booking and dispatching loads, as well as all the paperwork and on-boarding that comes with that, so you and your drivers can focus on safety and making more money.
We provide break-even point analysis, free of charge, so you can keep track of your business easily and every load run, to ensure that you are making a profit.
Break-even analysis for your business to make sure you are running in the profit zone. 24/7 Dispatching service. Carrier packet setup. Compliance assistance & management. Lane specific placement to ensure the best rates for you

Soloymi Inc.

Owner Operators Dry Van needed 88%

Hiring in Wisconsin and 47 other locations
Owner Operator
Flexible
88% Of gross

Hello fellow Owner Operators, please read the info below and call/text/apply if you like what you see. We do not have forced dispatch, but if you try to choose loads at this time that will bring no good.
You probably won't make a fortune in this market, but if you make your pickups and deliveries on time, we will keep you running every day.
We can get $2.00-$2.20 per mile at this time. Doing more complicated loads can bring you a little bit better average. We use Motive/Keeptruckin log books.

Owner Operator CDL driver jobs in Wisconsin