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

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.
Benefits: Health insurance, Referral program.

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

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
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

$250/week - Dry Van Rental. Get a FREE trailer for 1 month!
88% of gross revenue. Up to $0.40 fuel discount (100% to the owner)
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

Empire National Inc.

OTR Dry Van Owner Operator

Hiring in Kentucky 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 FLATBED OWNER OPERATORS

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

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)
Get .20-.30cpg on more than 1300 gas stations across the state - Pilot, Love's, Flying J, and Speedway

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.
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.

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Reefe

Hiring in Kentucky 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.
24/7 Dispatch Support: Our team is available around the clock to ensure your freight is managed efficiently, no matter the hour. 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.

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Dry Van

Hiring in Kentucky 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.
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.
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.
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.
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 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