1099 CDL Driver Jobs in Kentucky September 2025

CDL DNA

Lease Purchase CDL A Drivers | $0 Down

Hiring in Kentucky and 45 other locations
Flexible
88% Of gross

We are offering Lease Purchase with $0 down. Choose the truck based on your preference and budget.
We also provide a fuel card with discounts across the US.
When you lease from us, you will be treated as owner operator which give you freedom to choose your loads, areas where you want to go and see all the rate confirmations.

ONLY FOR EXPERIENCED AND RESPONSIBLE DRIVERS

$0 Down payment

Contracted Loads

C1 Transportation Inc

CDL A Flatbed OTR Driver

Hiring in Kentucky and 45 other locations
Flexible
30% Of gross

Two day fast PAID orientation
Direct Deposit weekly, payments should be received by Friday each week.
8 driver maximum per one dispatcher, which allows our dispatchers to pre-plan loads for you.

Steady Weekly Paycheck

Paid Orientation

Pre-planned Trips

JS Helwig And Son LLC

CDL-A OTR Reefer Company Driver | 55-65 CPM

Hiring in Kentucky and 46 other locations
Weekly
$0.55 - 0.65 Per mile

Free Rider program from day one (we will pay for your riders travel). Sign-on bonus currently $1,000
All of our equipment is less than 3 years old. Get your own private hotel room during orientation!
All trucks are equipped with APU, refrigerator, and 1800 inverters. Referral Bonus.

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.

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.

Duka Transportation, Inc.

OTR Flatbed Owner Operators

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

Pay: $2,500.00 - $5,500.00 per week.
Trucking driver type: Solo driver, Team driver
Trucking home time: Home every 3 weeks

Alpha Express LLC

CDL A Owner Operator | 90% of Gross

Hiring in Kentucky and 46 other locations
Flexible
$30,000 - 35,000 Per month

Have your own Semi-Truck? Owner Operator Truck Drivers earn 90% of Load Gross!
Benefits: Health insurance, Referral program.
We offer Freight in all 48 states! Run the areas you want!

Fox Carriers

Class A Dry Van Owner Operator

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

Possibility to earn up to 92% of gross per week
$2000 sign-on (after 6 months) and driver referral bonuses
Lots of direct customers and dedicated lanes

I&A LOGISTICS LLC

CDL A Owner Operator

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

So right now we got the contracts with new Amazon, Honda, Ford, GM FedEx, UPS
For driver with TWIC card we work with UIIA, so the payment is much more higher
Company fee 12% from total gross. Available amazon load board with 100% performance

Integrity Gas Services LLC

Regional or OTR Class A CDL Drivers

Hiring in Kentucky and 47 other locations
Flexible
$23 Per hour

Pay $23/hour with overtime paid at time and a half after 40 hours. $50 per day per diem
Freightliner Cascadia Tractors with 60” Sleeper, built in fridge and inverters
Employer sponsored medical, dental, vision & group term life insurance

Dedicated Trucking Solutions

Regional CDL A Truck Driver- Online Orientation

Hiring in Kentucky and 47 other locations
Flexible
$80,000 - 87,000 Per year

Drivers will not be delivering on Thanksgiving. they should be able to get home at a reasonable time that day.
Company matched 401(k) retirement savings plan. Select health benefits eligibility after just 30 days of employment!
Health Savings Account option, Flexible Spending Account, Paid Basic life, Paid Basic accidental death and dismemberment.

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

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.
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

GSC Heavy Hauling

CDL A Dry Van Company Drivers

Hiring in Kentucky and 46 other locations
2 weeks out, 3 weeks out, 4 weeks out
$0.65 Per mile
/
30% Of gross

PAY: 65cpm or 30% from gross. MILES: at least 3000 a week (solo)
TRUCKS: Peterbilts and Freightliners 2020-2024 all automatic with fridge, inventor, APU
No Forced Dispatch . No Touch Freight . No Deposit (one week behind payment)

No Forced Dispatch

No Touch Freight

No Deposit

1099 CDL driver jobs in Kentucky