1099 CDL Driver Jobs in Kentucky February 2026

CDL DNA

Team Dry Van - Contracted freight - 7,000+ miles

Hiring in Kentucky and 46 other locations
3 weeks out
$0.76 Per mile

You can expect earning $5,320 - $5,475 per week consistently.
We require our drivers to stay on the road for at least 3 weeks to keep trucks profitable.
Company will pay for your drug test, flight and accommodations to help you join our team effortlessly.

Drivers Top Choice

Consistent Contracted Freight

300+ Trucks Fleet

Industrial Cargo Logistics Inc

Owners-Operators - Flatbed/Step Deck/Conestoga

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

A+ Insurance with $250k of coverage
Former drivers dispatch team
Best rates negotiation. Reputable brokers. Trip planning.

A+ Insurance with $250k coverage

USA Based Dispatchers

Direct Freight

Thompson Transportation Inc

Company CDL-A OTR Driver | Home Every Weekend

Hiring in Kentucky and 46 other locations
Weekly
$0.50 Per mile

Minimum CDL driver pay starts at $.50 but could be higher based on CDL driving experience.
Quarterly truck driver safety bonus of $.02 added to all miles driven within the quarter.
Truck Driver averages 2,500 miles per week. 401k plan with employer match. Holiday pay.

CRST The Transportation Solution Inc

CDL-A Flatbed Owner Operator | Solo or Team

Hiring in Kentucky and 46 other locations
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.

Highway Transport

Regional CDL-A Tanker Truck Driver | $90k per year

Hiring in Kentucky and 7 other locations
Weekly
$90,000 Per year

Ashley Distribution Services LTD

Regional OTR CDL-A Truck Driver | $81,000/year

Hiring in Kentucky and 46 other locations
Weekly
$81,000 Per year

Top 25% of drivers earn $81,000 annually. Regional routes. Regular 34-hour resets at home. No-touch freight.
Mix of live load/unload and drop and hook accounts. Consistent, high weekly miles. Excellent, premium equipment.
Generous benefits package: Can add up to an additional 27% on top of your base salary! Job stability.

CDL DNA

CDL A - Lease Purchase & Rental Program - $0 Down

Hiring in Kentucky and 46 other locations
2 weeks out
78 - 80% Of gross

Trucks are 2022-2023 Freightliners with 100k-400k miles
Dispatchers will try to maximise your weekly gross working with the spot market and their direct contracts with brokers.
You only pay for truck, fuel, and tolls.

$0 Down, No Credit check

Only for experienced drivers

All charges and trailer included in %

Logix

CDL-A Owner Operators | Lease | Purchase

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

$1.94 per mile average pay on all miles & stops.
All tolls paid by Logix. Fuel Discounts.
Same day settlements.

Royal Trucking Company

Lease CDL A OTR Truck Driver

Hiring in Kentucky and 46 other locations
Flexible
$78,000 - 100,000 Per year

Dry Van Trainees : Up to $58K Year. Dry Van Experienced Drivers : $72K-$78K Yearly.
Flatbed Trainees : $61K Year. Flatbed Experienced Drivers : $85K-$100K Yearly.
Zero Money Down. No Credit Check. Walk Away if the Program isn't Working for You.

Innfinity Logistics Inc

CDL A Lease To Purchase | Dry Van/Reefer/Flatbed

Hiring in Kentucky and 46 other locations
3 weeks out
$2,000 - 5,500 Per week

$2,000- $3,500 Dry Van & Reefer solo drivers.
$2,700 - $5,500 Flatbed solo drivers.
24/7/365 Support (Fleet, Safety, Dispatch, Afterhours)

Western Flyer Xpress

CDL Class A Lease - Purchase Reefer Driver

Hiring in Kentucky and 46 other locations
Flexible
$1.27 - 1.32 Per mile

You'll be out 18 to 21 days before home time reset.
Lease Purchase Terms for 2022 and older trucks range from 48-72 months.
$1.00 at the completion of the lease. When Lease is complete, you OWN your truck

U.S. Xpress, Inc.

CDL Class A Team Drivers

Hiring in Kentucky and 46 other locations
Weekly
$200,000 Per year

Your team can average $200,000 or more!
Medical, Dental, Vision, and 401k Match.
Extra cash for every doubles lead.

Kora Freight, Inc.

Owner Operator CDL A | $5500 per week

Hiring in Kentucky and 46 other locations
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
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...

Transurfing Inc

CDL A Reefer & Dry van Company Driver OTR

Hiring in Kentucky and 46 other locations
3 weeks out
$0.63 - 0.65 Per mile
/
28 - 30% Of gross

We have a lot of customer freight and need professional, responsible and safe drivers to help us move it
If you are looking for a consistent job, you are welcome to apply
Operating in Midwest and West Coast

Only For Safe and Responsible Drivers

Great New Trucks & Equipment

Consistent Direct Freight

1099 CDL driver jobs in Kentucky