Owner Operator CDL Driver Jobs in Illinois February 2026

CRST The Transportation Solution Inc

CDL-A Flatbed Owner Operator | Solo or Team

Hiring in Illinois and 46 other locations
Owner Operator
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.

Duka Transportation, Inc.

OTR Flatbed Owner Operators

Hiring in Illinois 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 Illinois 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.

Jim Lawrence Transportation, Inc.

Owner Operators OTR CDL A Truck Driver

Hiring in Illinois and 46 other locations
Owner Operator
Weekly, Flexible
$100,000 - 290,000 Per year

Pay: $100,000.00 - $290,000.00 per year.
Benefits: Dental insurance, Health insurance, Referral program, Vision insurance
Drivers are treated with respect by dispatchers. You're a person, not just a truck number.

Just Trucking Services

CDL A Owner Operators For Dedicated Midwest Lanes

Hiring in Illinois 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

Jahany Transportation Logistics LLC.

CDL A Dry van Owner Operator Hazmat Required

Hiring in Illinois and 47 other locations
Owner Operator
Weekly
$8,000 - 12,000 Per week

Trailer Rent: $250 per week (if you don't own a trailer)
Save on fuel with our fuel card, offering discounts of up to 60 cents per gallon
Essential Requirements: Valid Plates & Regs, Hazmat Endorsement

Fox Carriers

CDL A Dry Van Semi Truck Owner Operator

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

Possibility to earn up to 92% of gross per week
24/7 Driver Support. Emergency Road Repair Advances
Cargo and Liability Insurance. Fuel Cards

I&A LOGISTICS LLC

CDL A Owner Operator

Hiring in Illinois 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
For driver with TWIC card we work with UIIA, so the payment is much more higher
Working with VIP brokers. Our drivers are doing up to 9 to 12k.

Grane Transportation

CDL A Owner Operator - Local

Illinois
Owner Operator
Weekly
70% Of gross

As a company that has been around for more than nine decades, we know what it takes to be the best.
With several terminal locations located throughout Chicagoland, we have plenty of options for our drivers.
We are looking for professional owner operators to work directly for our well-established clients.

Pelts Xpress

CDL A Owner Operator | Regional Runs

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

Consistent direct customer freight, both Regional and OTR!
88% of gross revenue. Up to $0.40 fuel discount (100% to the owner)
20+ years experience in dispatching. Abundant Freight

FREE 30 Days Trailer Rent

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

Plates & Registration Program

Empire National Inc.

OTR Dry Van Owner Operator

Hiring in Illinois 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

Logix

Owner Operators- Dry Van Truck Drivers Needed

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

Must Have 2 yrs Experience.. Must Have a Reliable Tractor
We pay 88% + expanses or 80%; Depending on whichever option you prefer
Fuel cards with discounts up to $1.20 off per gallon.

Rate Cons Transparency

100% fuel discounts

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Reefe

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

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.
Compliance Confidence: We handle the complexities of driver and vehicle compliance, so you can focus on your core business. Profitability Partner: Sheppard Logistics Group is dedicated to enhancing your bottom line through insightful BEP analysis and cost control strategies.
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.

S &P Dispatching

Reefer Owner Operator/Small Fleet Owners

Hiring in Illinois 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 focus on low deadhead, efficient loads on profitable lanes that keep you consistently in a good and profitable position as a business. We can/will handle all factoring, as well as any issues with your loads that are within our ability.
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.

Owner Operator CDL driver jobs in Illinois