Class A Truck Driver Job in Chicago, IL – Windy Transportation
Published on CazVidat Windy Transportation
Drive for Windy Transportation in Chicago. Earn 75% of load revenue, $0 down lease, weekly pay, and flexible schedules. Apply now for Class A Truck Driver!
Salary
$3,000 per week
Location
Chicago, Illinois, United States
Employment type
Full time
Workplace
Not provided
Class A Truck Driver Job in Chicago, IL – Windy Transportation
$3,000 per week
Job description
YOUR ROAD. YOUR RULES. Join Windy Transportation as a Class A Truck Driver in Chicago, Illinois. Whether you're an experienced professional or returning to the road, our lease-to-own program offers you 75% of every load revenue with zero upfront costs and no hidden fees. Why Choose Windy Transportation? 75% of Load Revenue – Earn real money directly, no middlemen involved $0 Down Lease – Drive brand-new 2026 trucks with no upfront payment No Balloon Payments – Own your truck without surprise financial terms Fuel Coverage – Up to 250 gallons per day at Love’s, Pilot, and TA locations Weekly Pay + Huge Load Board – Keep earning consistently with plenty of load options 24/7 Dispatch Support – Real people ready to assist you anytime Top-Tier Trucks Ready for the Road Freightliner Cascadia Kenworth T680 Volvo 760/660 Peterbilt 579 International ProStar All trucks are late-model, road-ready, and built for performance. Flexibility That Puts You First No Forced Dispatch – Choose your routes and destinations Pet Friendly – Bring pets of any breed and size along SAP-Friendly – We welcome drivers with second chances You Control Home Time – Manage your schedule and priorities Trailer Rental/Lease – Options from 2015 to 2026 models to fit your needs Compensation: Earn $3,000 per week as a full-time Class A Truck Driver. Location: Chicago, Illinois, United States Apply today to drive with Windy Transportation and take control of your career!
Frequently asked questions
How much does this Class A Truck Driver job pay?
This position pays USD 3,000 per week as a full-time Class A Truck Driver.
Is this job based in Chicago or remote?
This is an on-site position based in Chicago, Illinois.
What kind of trucks will I be driving?
You will drive brand-new 2026 trucks including Freightliner Cascadia, Kenworth T680, Volvo 760/660, Peterbilt 579, and International ProStar models.
Do I have to accept assigned routes or can I choose my own?
There is no forced dispatch, so you can choose your routes and destinations.
Are there any upfront costs to lease a truck?
No, the lease-to-own program requires zero upfront payment and has no hidden fees or balloon payments.
What kind of support will I have while on the road?
You will have 24/7 dispatch support with real people ready to assist you anytime.