1099 CDL Driver Jobs in Kentucky May 2026

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Kentucky and 46 other locations
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.

Highway Transport

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

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

Just Trucking Services

CDL A - Lease to purchase with $0 Down

Hiring in Kentucky and 45 other locations
Flexible
$90,000 - 120,000 Per year

OTR drivers wanted willing to start their own business.
Low weekly payments. Weekly gross 6k-8k. No hidden fees
Start and grow your trucking business with us!

No Credit Check

Get One or Multiple Trucks

$0 Down for Truck and Trailer

Logix

CDL-A Owner Operators | Lease | Purchase

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

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

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

GN GROUP INC

OTR CDL A Reffer Driver | 70CPM

Hiring in Kentucky and 46 other locations
Flexible
$0.60 - 0.70 Per mile

GN GROUP INC experienced REEFER transportation company is looking for safe CDL class A truck drivers!
Solo Drivers starting at $0.60-$0.70 Cent Per mile. Pay: $1,500.00 - $2,800.00 per week.
CDL - Class A License. Verifiable 2 years of recent OTR Experience.

CDL DNA

CDL A OTR Company Driver - up to $2,600/week

Hiring in Kentucky and 46 other locations
3 weeks out
$0.62 - 0.65 Per mile
/
27% Of gross

3,500-4,000 miles weekly. $8,000-10,000 weekly gross
95% of our drivers make $0.65/mile and take home $2,200 - $2,600 every week.
2020 - 2023 Freightliner Cascadia. Equipped with the fridge, microwave, inverter, apu.

3,500 - 4,000 miles guarantee

Experienced dedicated dispatchers

Steady weekly paycheck

Jeep Transport LLC

CDL A Company Driver | OTR, Regional, Dedicated

Hiring in Kentucky and 46 other locations
2 weeks out, 3 weeks out
$0.60 Per mile

Pay: $0.60c/ per mile. Miles Per Week: 2500-3500 mi
Equipment: 2020-2024 automatic Freightliner Cascadia
Pets Friendly. APU, Fridge, Power Inverter in trucks

Dedicated Local and Regional Runs

CDL DNA

CDL A Strong Company Driver 1099 - Drop & Hook

Hiring in Kentucky and 46 other locations
4 weeks out
$0.65 Per mile

Most of the loads are DROP-N-HOOK
We are looking specifically for drivers who can run a lot of miles and stay out for 4 weeks at the time
We have a great variety of trucks from 2022 to 2024 year models

Only For Strong Solo Drivers

$2,500 - $3,200 Per Week

Drop & Hook Loads

Sinbex Dispatch LLC

Owner Operators & Fleet Owners | Power Only

Hiring in Kentucky and 47 other locations
Weekly
$5,000 - 10,000 Per week

Transparency is key, and the moto we live by
Load booking, Rate negotiating, Signing rate confirmations and broker-carrier packets
Fixed commission fee. Welcome small fleet owners

Jahany Transportation Logistics LLC.

CDL A Dry van Owner Operator Hazmat Required

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

90/10 Split: You Keep the Majority of Your Earnings!
Save on fuel with our fuel card, offering discounts of up to 60 cents per gallon
Essential Requirements: Valid Plates & Regs, Hazmat Endorsement

Total Domination Inc

CDL A OTR Hazmat drivers Dry Van only

Hiring in Kentucky and 47 other locations
Weekly
$0.70 - 0.75 Per mile

Rate per mile $0.70 - $0.75
7,000-8,000 MILES A WEEK for TEAM DRIVERS
We are a small fleet carrier but with a solid background partnership with customers for years

Pelts Xpress

CDL A Owner Operator | Regional Runs

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

Consistent direct customer freight, both Regional and OTR!
$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)

FREE 30 Days Trailer Rent

Up to $0.40 fuel discount (100% to the owner)

Plates & Registration Program

Good Way Trucking Inc

CDL A 1099 Company Driver - 70 CPM

Hiring in Kentucky and 29 other locations
3 weeks out
$0.70 Per mile

We pay the top dollar and promise to get you as much work as you want!
You will get 2022 - 2023 Freightliner truck that was extremely carefully taken care of to avoid any breakdowns.
We are a growing company that stands for integrity and transparency! All our drivers have direct number to the company higher management in case of any issues arise.

$0.70 for ALL MILES

New Equipment

3,000+ miles per week

CDL DNA

CDL A Flatbed Company Drivers - 80 CPM

Hiring in Kentucky and 43 other locations
3 weeks out
$0.80 Per mile
/
30% Of gross

Our drivers average 2800 miles per week, with some exceptions that can put well over 3,000mi.
We hold our newest trucks for heavy haul drivers, so you can expect 2022-2024 Freightliner or Volvo Automatic truck.
We have 48' and 53' flatbeds, that are equipped with the head rack and box, 2 tool boxes and all the necessary equipment.

Top Pay For Experienced Drivers!

Flatbed Experience Required

Direct Contracts With Major Clients

1099 CDL driver jobs in Kentucky