Owner Operator CDL Driver Jobs in Kentucky April 2026

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.

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.

Duka Transportation, Inc.

OTR Flatbed Owner Operators

Hiring in Kentucky 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

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

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

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

Consistent Back To Back Loads

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

Professional No Forced Dispatch

Fox Carriers

CDL A Dry Van Semi Truck Owner Operator

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

24/7 Driver Support. Emergency Road Repair Advances
Cargo and Liability Insurance. Fuel Cards
$2000 sign-on (after 6 months) and driver referral bonuses;

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

Leader Freight Systems

OTR DRY VAN OWNER OPERATORS

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

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

Global Transportation LLC

Hiring Owner Operators - 27 Reefers Left

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

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.
Superb dispatcher training system for getting best rates from a load board. Our dispatchers are ON THE JOB 24/7 and negotiating hard for you. Highest weekly income and return on your truck investment.
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.

Clean Harbors

Owner Operator-Class A Dry Van

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

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.
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

Dry Van Owner Operator/Small Fleet Owners

Hiring in Kentucky and 47 other locations
Owner Operator
Weekly
$6,100 Per week

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.
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 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.

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