Owner Operator CDL Driver Jobs in Wisconsin July 2025

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.
NO BALLOON PAYMENT. Walk away lease.
Fuel card. Fuel discount. Referral program.

Alpha Express LLC

CDL A Owner Operator | 90% of Gross

Hiring in Wisconsin and 46 other locations
Owner Operator
Flexible
$30,000 - 35,000 Per month

Have your own Semi-Truck? Owner Operator Truck Drivers earn 90% of Load Gross!
Pay: $30,000.00 - $35,000.00 per month. Trucking driver type: Owner-operator.
We offer Freight in all 48 states! Run the areas you want!

AAA Transit Group LLC

CDL A Owner Operator St Louis and Midwest region

Hiring in Wisconsin and 11 other locations
Owner Operator
Flexible
80% Of gross

We are an established trucking company, with a solid reputation in the industry
Additionally, we have our own brokerage, which gives us access to high paying loads
We have several contracts that we are looking to fulfill and grow, while we expand throughout the midwest.

TPA Cargo Solutions LLC

CDL A Owner Operator | $4,000-5,000 take-home

Hiring in Wisconsin and 46 other locations
Owner Operator
Flexible
85% Of gross

Personal dispatcher. No forced dispatch
Drop & hook, live load & live unload loads
Average owner operator gets a paycheck of $4,000-$5,000 per week after all expenses

Consistent Back To Back Loads

$4,000-$5,000 Weekly Take-home

Professional No Forced Dispatch

Fox Carriers

Class A Dry Van Owner Operator

Hiring in Wisconsin and 47 other locations
Owner Operator
Flexible
92% Of gross

You choose what time to work. 24/7 Driver Support
$2000 sign-on (after 6 months) and driver referral bonuses
Lots of direct customers and dedicated lanes

Pelts Xpress

CDL A Owner Operator | Regional Runs

Hiring in Wisconsin and 46 other locations
Owner Operator
Flexible
88% Of gross

88% of gross revenue. Up to $0.40 fuel discount (100% to the owner)
20+ years experience in dispatching. Abundant Freight
Assistance with Plates & Registration. Warm and welcoming team

FREE 30 Days Trailer Rent

Up to $0.40 fuel discount (100% to the owner)

Plates & Registration Program

Best Way Transportation LLC

Owner Operator/Fleet Owners -Flatbed

Hiring in Wisconsin and 47 other locations
Owner Operator
Flexible
$3,000 Per week

We are professional, agile and our goal is to Find you good paying loads and to keep you moving
MUST OWN YOUR OWN TRUCK W/TRAILER also POWER ONLY
We are skilled with years of experience in driving and dispatching so we understand how important compliance, auditing, and recordkeeping

Empire National Inc.

OTR Dry Van Owner Operator

Hiring in Wisconsin and 47 other locations
Owner Operator
Flexible
90% Of gross

Low company fee 10%. No authority needed. Personal dispatcher with 24/7 support
No forced dispatch - 100% Freedom to run where you want to
Fuel cards available with NASTC Discounts for TA and Petro

Leader Freight Systems

OTR DRY VAN OWNER OPERATORS

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

Company provides: Plates if needed, I-pass for tolls (weekly deductions)
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)

Leader Freight Systems

OTR FLATBED OWNER OPERATORS

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

Solo gross up to $10,000 (flatbed). Estimated gross for drivers who stay 2+ weeks
No forced dispatch (we encourage you to run the loads that we provide)
Get .20-.30cpg on more than 1300 gas stations across the state - Pilot, Love's, Flying J, and Speedway

Global Transportation LLC

Hiring Owner Operators - 27 Reefers Left

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

Truck Owner / Operators: Get High-Grossing Loads 24/7. Real people. Real Support. Gross $10k-$12k a week. Wouldn't that be a load off your shoulders? Proven success rate. Brokers and shippers KNOW they can trust Global Transportation to deliver, so we're #1 on their go-to list.
We're Global Transportation, and we're creating a HUGE buzz among the real heart of the trucking industry: independent owner / operators just like you. In-house brokerage department. Shippers know that we only hire the best drivers, so we get a constant flow of top paying loads.
Our Owner Operators gross between $10k - $12k per week and keep 88% of that. Our exceptional driver support is what makes us #1. Want to hear from REAL drivers about why they LOVE Global Transportation.

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
Ensures that Health and Safety is the number one priority by complying with all safe work practices, policies, and processes and acting safely at all times. Operates tractor-trailer tanker units and other vehicles.
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.

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.
We partner with you to help relieve the stress the trucking the trucking business can bring. We are lane mindset oriented, focused on finding and putting our carriers on the highest paying, most profitable lanes.
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.

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.

Max Move LLC

CDL A Owner Operator OTR- Dry Van

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

We value our greatest asset, our drivers, and demonstrate that every day. At our company you're know by your name, not by your truck number and safety is our #1 priority.
If you don't want to miss the opportunity please check with our offers and requirements, please! 88% paid to Owner Operators. Weekly payment.
Referral bonus. No touch freight. Flexible home time. 2021 or newer trucks fully loaded with equipment. Detention pay after 2 hours. You'll be your own Boss

Owner Operator CDL driver jobs in Wisconsin