1099 CDL Driver Jobs in Illinois October 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
Be part of a team that values hard work, professionalism, and a supportive environment
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

CDL A HazMat Reefer Driver - Up to $0.75/mile

Hiring in Illinois and 46 other locations
3 weeks out
$0.65 - 0.75 Per mile

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TOP PAY FOR QUALIFIED DRIVERS

CONTRACTED STABLE FREIGHT

BRAND NEW REEFER TRAILERS

CDL DNA

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

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

Most of the contracted loads is mail, mixed with costco, walmart and amazon.
We promise 7,000+ miles per week and consistent work
We require our drivers to stay on the road for at least 3 weeks to keep trucks profitable.

Drivers Top Choice

Consistent Contracted Freight

300+ Trucks Fleet

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Illinois 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.

CDL DNA

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

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

Lease Rental or Lease Purchase program for experienced drivers
Trucks are 2022-2023 Freightliners with 100k-400k miles
You only pay for truck, fuel, and tolls.

$0 Down, No Credit check

Only for experienced drivers

All charges and trailer included in %

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.
2700+ miles per week. No touch freight.
Dedicated regional and OTR routes.

Risinger Brothers Transfer, Inc.

CDL-A Lease Purchase | Solo Gross $4K-6K/Weekly

Hiring in Illinois and 46 other locations
Flexible
$1.22 Per mile

Lease purchase program. Paid toll fees. Paid toll fees.
$2,500 Solo Sign On Bonus - $5K Team Sign On Bonus.
Prioritized Home Time. Weekly Settlements. Company Paid Tolls & Scales.

Western Flyer Xpress

CDL Class A Lease - Purchase Reefer Driver

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

Rates $1.27-$1.32CPM plus FSC. 2,500 plus miles per week.
RWTL offers a new Zero Down, Lease-to-Own, $1 Buy Out Program that might be right for you.
$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 Illinois 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.

GN GROUP INC

OTR CDL A Reffer Driver | 70CPM

Hiring in Illinois 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 Illinois 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
95% of our drivers make $0.65/mile and take home $2,200 - $2,600 every week.
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!

3,500 - 4,000 miles guarantee

Experienced dedicated dispatchers

Steady weekly paycheck

AAA Transit Group LLC

CDL A Owner Operator St Louis and Midwest region

Hiring in Illinois and 11 other locations
Flexible
80% Of gross

We are an established trucking company, with a solid reputation in the industry
Additionally, we have our own brokerage, which gives us access to high paying loads
We have several contracts that we are looking to fulfill and grow, while we expand throughout the midwest.

TPA Cargo Solutions LLC

CDL A Owner Operator | $4,000-5,000 take-home

Hiring in Illinois and 46 other locations
Flexible
85% Of gross

Drop & hook, live load & live unload loads
No touch freight. 24/7 support. Consistent back to back loads
Average owner operator gets a paycheck of $4,000-$5,000 per week after all expenses

Consistent Back To Back Loads

$4,000-$5,000 Weekly Take-home

Professional No Forced Dispatch

CDL DNA

CDL A Reefer Truck Driver - Up to 31%

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

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
We have a CPM option if you feel more comfortable being paid per mile

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

2021 - 2023 Kenworth T680 with automatic transmission
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 Illinois