1099 CDL Driver Jobs in Illinois August 2026

Xcalibur Logistics

CDL Pick-up Company Driver - Hotshot Car Hauling

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

Competitive Compensation: Earn $2,000-2,500+ per week
Experienced Dispatch: Our dispatchers are former drivers, so they understand your needs
Top-Notch Equipment: Most of our trucks and equipment are brand new

Legal Miles

Only 3-4 Car Hauling

Small Owner Operated Fleet

CDL DNA

Lease Purchase CDL A Drivers | $0 Down

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

For flatbed - 80% of loads are through our direct contracts.
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.

ONLY FOR EXPERIENCED AND RESPONSIBLE DRIVERS

$0 Down payment

Contracted Loads

C1 Transportation Inc

Local Flatbed Drivers out of Joliet, IL

Illinois
Daily
$25 Per hour

Busy schedule of 50-60 hours per week
First, Second and Weekend shifts available
Drive within 100 miles of our Joliet Terminal

DAILY HOMETIME

SAME PICKUP AND DELIVERY AREAS

FLEXIBLE SHIFTS

C1 Transportation Inc

CDL A Flatbed OTR Driver

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

2021-2025 Volvo, Freightliner, International and Kenworth's
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

Mold Express Inc

CDL A Flatbed Driver For Manual Truck (ELD Exempt)

Hiring in Illinois 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

Thompson Transportation Inc

Company CDL-A OTR Driver | Home Every Weekend

Hiring in Illinois 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.

Keep Trucking LLC

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

Hiring in Illinois 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.

CDL DNA

Owner Operator - Dedicated Midwest Regional Runs

Hiring in Illinois and 10 other locations
2 weeks out, 3 weeks out
88% Of gross

We offer to split 88% / 12%, where the fee will cover our dispatch and safety services.
We are very flexible and will adjust to your liking.
We can also help with the registration.

Short HIGH Paying Loads

Direct Freight

Flexibility and full transparency guaranteed

Route555, Inc.

Regional and OTR CDL A Truck Driver | 100k/yr

Illinois
Few times per week
$80,000 - 100,000 Per year

Compensation up to $2000+ per week.
Weekly paychecks. Home every other day.
Dedicated regional and OTR routes.

Innfinity Logistics Inc

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

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

$2,700 - $5,500 Flatbed solo drivers.
Average 3,000+ Miles Per Week for Solo
24/7/365 Support (Fleet, Safety, Dispatch, Afterhours)

Quality Wheels Inc

CDL Company Driver 1099 OTR

Hiring in Illinois and 19 other locations
2 weeks out
$0.60 Per mile
/
27% Of gross

We pay $0.60 per mile OR 27% from gross - your choice
Home Time: 2 Weeks OTR and 2 Days home - 4 weeks on the road/5 days home
We Pay Detention Pay & Layover/Breakdown Pay

Make $1,800 - $2,000 per week

Paid Time Off

Automatic & Manual Trucks

CDL DNA

CDL A Independent Contractor 1099 | 70-75 CPM

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

30% - 33% of gross revenue. Average gross $6,000 - $7,500/week
Cash advances are available to you as long as you are under the load
Take home around $2,100-$2,500

CDL DNA

CDL A Strong Company Driver 1099 - Drop & Hook

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

Most of the loads are DROP-N-HOOK
We have a great variety of trucks from 2022 to 2024 year models
Drivers that are willing to run make $2,500 - $3,200 per week

Only For Strong Solo Drivers

$2,500 - $3,200 Per Week

Drop & Hook Loads

I&A LOGISTICS LLC

CDL A Owner Operator

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

For driver with TWIC card we work with UIIA, so the payment is much more higher
Working with VIP brokers. Our drivers are doing up to 9 to 12k.
Company fee 12% from total gross. Available amazon load board with 100% performance

Dedicated Trucking Solutions

Regional CDL A Truck Driver- Online Orientation

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

Morning start times - between 0500 - 0900. Averages projected at $80,000-87000 per year, touch freight
Drivers will not be delivering on Thanksgiving. they should be able to get home at a reasonable time that day.
Health Savings Account option, Flexible Spending Account, Paid Basic life, Paid Basic accidental death and dismemberment.

1099 CDL driver jobs in Illinois