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.

69 Driving jobs in Chicago currently available

$1,280 - $1,570 per week

Job Description:Dedicated Team truck driver - ToroAverage pay: $1,280-$1,570 weeklyHome time: Every other weekExperience: All CDL holders Overview Haul 100% no-touch freight in dry van trailers.60% drop-and-hook.10-15 loads per week with 2-4 stop-offs per load.Drive within 48 states.Take your dog or cat on the road with our Team Pet Policy. Pay a...

Earn big and work on your own time and terms as a Grubhub delivery partner! Grubhub is looking for drivers and bikers like you to hit the road quick and start delivering from restaurants, liquor stores, convenience stores, and more. -Looking for a flexible way to earn extra cash? Grubhub is the gig for you. - Why deliver with Grubhub? - Earn ...

Line Haul Driver

NewPosted 02 May 2026Saia, Inc.

Are you or somebody you know looking to advance your driving career? Are you looking to take your driving career to the next level? We have been Saia strong for over 90 years and are fully committed to your success, and consequently provide: Full benefits package - medical/vision/Rx Weekly paycheck 401(k) with immediate company match Great home t...

Job Description:Dedicated truck driver - Camping World - Gander OutdoorsAverage pay: $1,150-$1,410 weeklyHome time: Every other weekExperience: All CDL holders Overview Haul camping gear in dry van trailers.100% no-touch freight.Picking up preloaded trailers with live unloads at stores.1-2 loads per week with 4-5 stop-offs per load.Drive within t...

Local City Driver

NewPosted 02 May 2026Saia, Inc.
$33 - $38 per hour

Are you or somebody you know looking to advance your driving career? Are you looking to take your driving career to the next level? We have been Saia strong for over 90 years and are fully committed to your success, and consequently provide: Full benefits package - medical/vision/Rx Weekly paycheck 401(k) with immediate company match Great home t...

Job Description: Immediate Opportunities: Full-time Local Class A CDL Truck Drivers Average $75972 annually 2 consecutive days off Local, home daily What you will do: Work at various dedicated accounts and shifts locally as needed Perform multi-stop deliveries of parts and supplies to automotive dealerships Unload trailer using manual palle...

Job Description: Ready for Your Next Driving Job? Call PAM Transport Now at to Speak With a Recruiter. Join a company that s been driving success for over 45 years. PAM Transport started in 1980 with just five trucks and has grown into an international carrier serving the U.S., Canada, and Mexico. We re proud to offer the opportunities of...

$1,260 - $1,540 per week

Job Description:Dedicated Flatbed truck driver - PODSAverage pay: $1,260-$1,540 weeklyHome time: Every three weeksExperience: All CDL holders Overview Haul containers on flatbed trailers.Strap and secure PODS containers to flatbeds.2-3 loads per week with 2-5 stop-offs per load.Drive within all 48 states. Pay and bonus potential Mileage pay, plus...

$1,310 - $1,600 per week

Job Description:Dedicated truck driver - Syndicate SalesAverage pay: $1,310-$1,600 weeklyHome time: WeeklyExperience: All CDL holders Overview Dry van trailer hauling vases and plastic containers.Hand unloads freight with pallet jack and 25% drop-and-hook.1-3 loads per week with multiple stop-offs per load.Drive east of the Rocky Mountains. Pay a...

Job Description:New pay increase - Team Van Truckload truck driverAverage pay: $1,340-$1,630 weeklyHome time: Every other weekExperience: All CDL holders Overview Dry van trailers with 100% no-touch freight.Drive within all 48 states.Take your dog or cat on the road with our Team Pet Policy. Pay and bonus potential Now earn up to 13 more per mile...

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.

An unhandled error has occurred. Reload 🗙