Driving Jobs in Chicago

Chicago is a major economic center with strong demand across finance, logistics, tech, and healthcare. Companies such as United Airlines, Boeing, McDonald’s, and Stripe have deep roots in the city. Jobs in Chicago benefit from a lower cost of living than coastal hubs while still offering access to world-class employers.

Drive your career forward with our dedicated job board for driving-based roles across the UK. Whether you're an experienced driver or looking to enter the profession, our platform offers a wide range of opportunities in logistics, delivery, public transport, and more. Stay ahead of the competition with our up-to-date listings from reputable employers seeking skilled drivers. Explore diverse positions that match your qualifications and preferences. Begin your search today and accelerate your career in the driving sector with our comprehensive job offerings.

13 Driving jobs in Chicago currently available

$2,000 - $3,000 per week

Job Description: CDL A Lease Purchase Driver Apply today or call us at Pay: $2,000.00 - $3,000.00 per week Job description: Join our team based out of our main yard in Chicago, Illinois, and take advantage of this incredible lease-to-own opportunity! With our transparent pay structure and premium trucks, you can focus on your driving career ...

Call Smith Today at Job Description: CDL-A OTR TRUCK DRIVER JOBS Must have at least 1 year recent CDL-A OTR Experience Home Weekly on Week Days 48 Hours - Off Either Tuesday & Wednesday or Wednesday & Thursday Come see what it means to have it all at Smith Transport - the best company driver equipment, steady dedicated freight, predictable ...

CLASS A DRIVERS READY TO OWN YOUR TRUCK AND YOUR FUTURE? Lease Purchase Built for Drivers Who Want More. This is not for everyone. Must have 12 months of verifiable OTR Experience. This is for drivers who are done settling and ready to level up. Own your truck Build real, long-term financial freedom Run consistent refrigerated freight Partner ...

Contracting CDL-A Owner Operators RUN YOUR BUSINESS. KEEP MORE OF IT. - Earn 75% of linehaul + 100% FSC* REAL FREIGHT. REAL FREEDOM. - No forced dispatch, book the loads you want STRONG WEEKS. SOLID HOME TIME. - Home weekly in most areas Why Drive for Tennessee Steel Haulers? Tennessee Steel Haulers is built by owner operators,...

Contracting CDL-A Owner Operators RUN YOUR BUSINESS. KEEP MORE OF IT. - Earn 75% of linehaul + 100% FSC * REAL FREIGHT. REAL FREEDOM. - No forced dispatch, book the loads you want STRONG WEEKS. SOLID HOME TIME. - Home weekly in most areas Why Drive for Tennessee Steel Haulers? Tennessee Steel Haulers is built by owner operator...

Contracting CDL-A Owner Operators RUN YOUR BUSINESS. KEEP MORE OF IT. - Earn 75% of linehaul + 100% FSC * REAL FREIGHT. REAL FREEDOM. - No forced dispatch, book the loads you want STRONG WEEKS. SOLID HOME TIME. - Home weekly in most areas Why Drive for Tennessee Steel Haulers? Tennessee Steel Haulers is built by owner operator...

Contracting CDL-A Owner Operators RUN YOUR BUSINESS. KEEP MORE OF IT. - Earn 75% of linehaul + 100% FSC * REAL FREIGHT. REAL FREEDOM. - No forced dispatch, book the loads you want STRONG WEEKS. SOLID HOME TIME. - Home weekly in most areas Why Drive for Tennessee Steel Haulers? Tennessee Steel Haulers is built by owner operator...

Contracting CDL-A Truck Drivers EARN TODAY. OWN TOMORROW - Up to $1,650 weekly take-home PAID TO GET STARTED - $5,000 sign-on bonus + $500 orientation pay EASY FREIGHT. EASY WEEKS. - 100% no-touch dry van , 60% drop & hook Why Drive for Riverside Transport? At Riverside Transport, drivers aren't just numbers on a board - they'r...

Hiring CDL-A Truck Drivers PAY THAT SHOWS UP - Earn up to $93,600 per year* GET PAID TO GET STARTED - $1,500 sign-on bonus + $500 orientation pay* EASY FREIGHT. EASY WEEKS - 100% no-touch dry van hauling Why Drive for Riverside Transport? At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. W...

$93,600 per annum

Hiring CDL-A Truck Drivers ONE COMPANY. MANY PATHS - OTR & dedicated opportunities PAY YOU CAN PLAN AROUND - Earn up to $93,600 per year* GET PAID TO GET STARTED - $1,500 sign-on bonus + $500 paid orientation* Why Drive for Riverside Transport? At Riverside Transport, drivers aren't just numbers on a board - they're part of the fam...

Jobs in Chicago center on finance, manufacturing, food processing, and a rapidly growing tech sector. Boeing, United Airlines, Abbott Laboratories, JPMorgan Chase, and Northwestern Medicine are major employers. Salaries are competitive nationally while the cost of living sits well below New York or San Francisco, making it an attractive market for professionals. The CTA "L" train and Metra commuter rail form one of the country's best public transit networks. Key employment districts include the Loop, River North, Fulton Market, and the growing West Loop tech hub. Chicago is also a major logistics center thanks to O'Hare Airport and its central rail connections.

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