Owner Operator CDL Driver Jobs in Kentucky February 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.

Logix

CDL-A Owner Operators | Lease | Purchase

Hiring in Kentucky and 2 other locations
Owner Operator
Flexible
$1.94 Per mile

All tolls paid by Logix. Fuel Discounts.
No trailer or hidden charges.
Same day settlements.

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

Jim Lawrence Transportation, Inc.

Owner Operators OTR CDL A Truck Driver

Hiring in Kentucky 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 home most weekends. No forced dispatch

Jahany Transportation Logistics LLC.

CDL A Dry van Owner Operator Hazmat Required

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

90/10 Split: You Keep the Majority of Your Earnings!
Trailer Rent: $250 per week (if you don't own a trailer)
Essential Requirements: Valid Plates & Regs, Hazmat Endorsement

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!
Flexible dispatch adjusted to your preference. Solo & Team loads
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

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)
Solo gross up to $10,000 (flatbed). Estimated gross for drivers who stay 2+ weeks
No forced dispatch (we encourage you to run the loads that we provide)

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).
Consistent freight. Paid weekly-direct deposit.
Rider programs for passengers and pets. Cash advance.

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 - 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.
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

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 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.

Freight Way Logistics LLC

Reefer Owner Operators CDLA - OTR

Hiring in Kentucky and 47 other locations
Owner Operator
Weekly
90% Of gross

90% of the load goes to YOU. $5000 Sign-on BONUS ($1k every 2 months). Solo drivers weekly gross $10,000-$12,000. Team drivers weekly gross $16,000-$20,000
Make your own hometime, your truck, your schedule. Great opportunity for OWNER OPERATORS to be PAID FAIRLY!
Fuel Cards - 12% Rebate. I-Pass and Pre Pass. 100% No Touch Freight, reefer or dry van freight. Safety Bonus for clean inspections

Owner Operator CDL driver jobs in Kentucky