1099 CDL Driver Jobs in Kentucky April 2026

Xcalibur Logistics

CDL Pick-up Company Driver - Hotshot Car Hauling

Hiring in Kentucky and 46 other locations
Flexible
$2,000 - 2,500 Per week

Experienced Dispatch: Our dispatchers are former drivers, so they understand your needs
24-Hour Road Support & In-House Repair Shop
Be part of a team that values hard work, professionalism, and a supportive environment

Legal Miles

Only 3-4 Car Hauling

Small Owner Operated Fleet

Mold Express Inc

CDL A Flatbed Driver For Manual Truck (ELD Exempt)

Hiring in Kentucky and 46 other locations
2 weeks out
$0.70 - 0.75 Per mile

Small fleet is hiring flatbed drivers
ELD exempt manual trucks
No escrow or hidden charges

Small Fleet

ELD Exempt

Manual Trucks

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.

Keep Trucking LLC

OTR Flatbed/Stepdeck CDL-A Company Driver | 1099 Position

Hiring in Kentucky and 46 other locations
Flexible
$0.70 Per mile
/
25% Of gross

Drivers Average $1,750 - $2,450 Weekly Gross. CPM $0.70 or 25% for the Load for Flatbed. Cash Advance.
All miles are paid Empty & Loaded. Extra Stops($50). 2022 and Newer Volvos, and Peterbuilts. Rider and Pet friendly
Get Paid Every week via Direct Deposit. Drivers can Switch beetween divisions and get paid either by % or CMP.

Highway Transport

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

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

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.

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...

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

We deliver all over the country. Mix of direct and load board freight
We are looking for experienced dry van truck drivers to join our growing team. Move our contracted freight, get paid on time and enjoy our professional and supporting team!
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

Equipment: 2020-2024 automatic Freightliner Cascadia
Additional Pay: Extra Stops, Layover, and Detention
Pets Friendly. APU, Fridge, Power Inverter in trucks

Dedicated Local and Regional Runs

CDL DNA

CDL A Independent Contractor 1099 | 70-75 CPM

Hiring in Kentucky and 46 other locations
3 weeks out
$0.70 - 0.75 Per mile
/
30 - 33% Of gross

You will be driving a 2021-2024 truck
We will keep you busy while you're on the road
Take home around $2,100-$2,500

CDL DNA

CDL A Reefer Truck Driver - Up to 31%

Hiring in Kentucky and 45 other locations
3 weeks out
27 - 31% Of gross

We have one of the most experienced dispatchers in the industry
As a Company Driver, you can expect exceptional service , support and communication
Drivers who are ready to stay on a road for long and drive hard can get 31% of gross

$2,000 - $2,500 Weekly Take-home

Company With Great Reputation

Professional and Friendly Environment

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

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
We pay all miles, empty and loaded.
Weekly Settlements.

Pelts Xpress

CDL A Owner Operator | Regional Runs

Hiring in Kentucky and 46 other locations
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
Flexible dispatch adjusted to your preference. Solo & Team loads

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 looking for experience and responsible truck drivers to help us move our customers freight.

$0.70 for ALL MILES

New Equipment

3,000+ miles per week

1099 CDL driver jobs in Kentucky