Owner Operator CDL Driver Jobs in Kentucky July 2026

CRST The Transportation Solution Inc

CDL-A Flatbed Owner Operator | Solo or Team

Hiring in Kentucky 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.

Kora Freight, Inc.

Owner Operator CDL A | $5500 per week

Hiring in Kentucky and 46 other locations
Owner Operator
3 weeks out
$2,500 - 5,500 Per week

Pay: $2,500.00 - $5,500.00 per week.
Transport freight to and from designated locations with a semi truck.
Trucking home time: Home every 3 weeks

Alpha Express LLC

CDL A Owner Operator | 90% of Gross

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

Pay: $30,000.00 - $35,000.00 per month. Trucking driver type: Owner-operator.
Benefits: Health insurance, Referral program.
We offer Freight in all 48 states! Run the areas you want!

Hittman Transport Services, Inc.

Owner Operators CDL A Team Truck Drivers

Hiring in Kentucky and 46 other locations
Owner Operator
Daily, Flexible
$10,000 Per week

Hittman Transport Services, Inc. is contracting owner operators.
Teams make up to $10,000 weekly. Quarterly Fuel Discount, plus Discounts at the pump.
Hittman Transport pays for the yearly expenses: tolls, fuel tax, tractor washes...

TPA Cargo Solutions LLC

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

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

Drop & hook, live load & live unload loads
No touch freight. 24/7 support. Consistent back to back 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

I&A LOGISTICS LLC

CDL A Owner Operator

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

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.
Company fee 12% from total gross. Available amazon load board with 100% performance

Pelts Xpress

CDL A Owner Operator | Regional Runs

Hiring in Kentucky 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)
Flexible dispatch adjusted to your preference. Solo & Team loads

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 Kentucky and 47 other locations
Owner Operator
Flexible
90% Of gross

Empire National Inc Owner Operators get 90% of the gross rate On average, our owner operators make $6-8 k + gross weekly!
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 FLATBED OWNER OPERATORS

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

FIRST WEEK IS FREE OF CHARGE (NO TRAILER RENT, NO CARGO INSRUANCE AND AUTO LIABILITY IN FIRST WEEK)
Company based out of Chicago, IL. The company fee is ONLY 9%
No forced dispatch (we encourage you to run the loads that we provide)

Beemac Trucking

Class A Owner Operators - Flatbed

Hiring in Kentucky and 47 other locations
Owner Operator
Weekly
$2,000 - 3,000 Per week

We are currently looking for Class A CDL Owner Operators. Owner Operator company. Dry Van will Gross $5,000-$6,000 a Week. Flatbed will Gross $6,000-$8,000 a Week.
Home Every Weekend or you can stay out multiple weeks. Company Paid Liability and Cargo Insurance. No IFTA Charges. Insurance Program. 100% Non-Forced Dispatch.
National Fuel Discount Program ( Average $0.50 to $0.80 off ). Tag Program. Trailer Rental Program. FSC. Must Have at least 2 Years of CDL A Experience.

Clean Harbors

Owner Operator-Class A Dry Van

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

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.
Health and Safety is our #1 priority and we live it 3-6-5! Positive and safe work environments. Opportunities for growth and development in all the stages of your career.
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.

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Reefe

Hiring in Kentucky and 47 other locations
Owner Operator
Weekly
$5,000 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!
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.
Flexibility: As a contract-based opportunity, you can maintain your independence as a business owner while enjoying the benefits of our support services.

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Dry Van

Hiring in Kentucky 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.
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

Dry Van Owner Operator/Small Fleet Owners

Hiring in Kentucky 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.
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.

Soloymi Inc.

Owner Operators Dry Van needed 88%

Hiring in Kentucky 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 Kentucky