Owner Operator CDL Driver Jobs in Kentucky May 2026

Industrial Cargo Logistics Inc

Owners-Operators - Flatbed/Step Deck/Conestoga

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

A+ Insurance with $250k of coverage
Main load and partials, we don't let the truck travel half empty, any available space on the trailer is used.
Best rates negotiation. Reputable brokers. Trip planning.

A+ Insurance with $250k coverage

USA Based Dispatchers

Direct Freight

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Kentucky 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.

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

Transport freight to and from designated locations with a semi truck.
Trucking driver type: Solo driver, Team driver
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!
Benefits: Health insurance, Referral program.
We offer Freight in all 48 states! Run the areas you want!

Fox Carriers

Class A Dry Van Owner Operator

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

Possibility to earn up to 92% of gross per week
Emergency Road Repair Advances
Lots of direct customers and dedicated lanes

Fox Carriers

CDL A Dry Van Semi Truck Owner Operator

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

Experienced & Dedicated Dispatcher.
Cargo and Liability Insurance. Fuel Cards
$2000 sign-on (after 6 months) and driver referral bonuses;

Odysseia

CDL C Sprinter Van / Cargo VanOwner Operator

Hiring in Kentucky and 47 other locations
Owner Operator
Weekly
$1,000 Per week

Own a Cargo van/Sprinter van (2010 and newer, NO rental vehicles).
Minimum inside dimensions of the cargo area 100x50x50 inches (L x W x H).
Clean and tidy vans are preferred - no debris, spots, dents, etc.

Pelts Xpress

CDL A Owner Operator | Regional Runs

Hiring in Kentucky 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

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)
Solo gross up to $10,000 (flatbed). Estimated gross for drivers who stay 2+ weeks
Get .20-.30cpg on more than 1300 gas stations across the state - Pilot, Love's, Flying J, and Speedway

LIV Enterprises

OTR CDL A Owner-Operator Flatbed

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

Trucks fully equipped (refrigerator, power inverter, e-z pass, pre-pass, ELD).
Professional and no forced dispatch. Fast & easy orientation process.
Rider programs for passengers and pets. Cash advance.

Global Transportation LLC

Hiring Owner Operators - 27 Reefers Left

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

More at-home time, because we keep you on the road - not wandering in the desert. Low to no pressure on you as a business operator: we handle all of the details so you can stick to do what you do best: stay on the road and get the job done.
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.
No Problem! We have dozens of testimonials and we can put you in touch with REAL drivers, RIGHT away! Or just walk up to any of our Drivers you see on the road and ask them what they think about their company, not many companies can boldly say this I can assure you that.

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!
Sheppard Logistics Group is a trusted leader in freight dispatching and compliance services for owner-operators, fleet owners, and trucking companies.
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 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.
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.

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.
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.

Max Move LLC

CDL A Owner Operator OTR- Dry Van

Hiring in Kentucky 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 Kentucky