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.

303 Driving jobs in Chicago currently available

7:00am-3:30pm/Monday-FridayWhen joining our Supply Chain team, you can feel right away that people are at the heart of what we do. You'll be surrounded by a team who is looking to make an impact on our customers, our community, and each other. By pairing innovative technology with dynamic employees, we create smarter, more efficient ways to deliver...

$300,000 per annum

Hiring CDL-A Owner Operators GROSS BIG. KEEP MORE. - Top 25% earn $300K+ annually* RUN HARD. RESET HOME. - Most contractors are home weekends CONTRACTOR SUPPORT THAT PAYS OFF - Fuel, maintenance, and roadside savings Why Partner with Page Trucking? At Page Trucking, Owner Operators get the freedom of running their own business w...

$85,000 per annum

Hiring CDL-A Truck Drivers TOP PAY FOR THE LONG HAUL - Average $85,000 per year* GROWTH YOU CAN COUNT ON - 1CPM scheduled annual pay raise DRIVE THE ROAD, DON'T LOAD - 100% no-touch freight Why Drive for J.S. Helwig? At J.S. Helwig, drivers come first-period. We're committed to hiring the best and giving them the environment they deserv...

Hiring CDL-A Truck Drivers PREMIUM PAY, EVERY DAY - Experienced drivers start at 70 CPM BIG BONUS, BETTER BENEFITS - $1,000 sign-on + PTO + full benefits WEEKLY HOME TIME TO STAY FRESH - Get home every weekend! Why Drive for K&B Transportation? K&B Transportation is growing in your area. We are hiring experienced Class A CDL Truck Drive...

$1,504 - $2,030 per week

Hiring CDL-A Flatbed Drivers PAY THAT DELIVERS - Earn up to $120,000 per year* SPECIALIZED FREIGHT, STRONG START - Drivers get a $2,500 sign on bonus* PERKS THAT STACK - 100% paid medical premium, paid holidays, bonuses & more Why Drive for E.W. Wylie? Choosing the right carrier is about more than miles and money-it's about respect, sup...

$1,504 - $2,030 per week

Hiring CDL-A Truck Drivers PAY THAT DELIVERS - Earn up to $120,000 per year* SPECIALIZED FREIGHT, STRONG START - Drivers get a $2,500 sign on bonus* PERKS THAT STACK - 100% paid medical premium, paid holidays, bonuses & more Why Drive for E.W. Wylie? Choosing the right carrier is about more than miles and money-it's about respect, suppo...

Hiring CDL-A Flatbed Drivers PAY THAT DELIVERS - Earn up to 72 CPM + monthly bonus available* SPECIALIZED FREIGHT, STRONG START - Drivers get $3,500 sign on + orientation pay* PERKS THAT STACK - 100% paid medical premium, paid holidays, bonuses & more Why Drive for E.W. Wylie? Choosing the right carrier is about more than miles and mone...

Hiring CDL-A Truck Drivers PAY THAT MOVES YOUR FORWARD - Start at 66-70CPM GUARANTEED TO PAY - Weekly minimums from $1,564 RUN MIDWEST. RESET REGULARLY. - Multiple home time options available Why Drive for K&B Transportation? It's pretty simple-we're a no-nonsense, no-bull trucking company run by grown-ups. We pay what we say and do eve...

Hiring CDL-A Truck Drivers PAY THAT GOES THE DISTANCE - Drivers can earn $0.55 - $0.66CPM* EQUIPMENT YOU CAN TRUST - Modern trucks, steady freight, no forced NYC OWN MORE THAN YOUR ROUTE - ESOP ownership means your miles build equity Why Drive for J&R Schugel? At J&R Schugel, drivers aren't just hauling freight - they're building ...

7:00am-3:30pm/Monday-FridayWhen joining our Supply Chain team, you can feel right away that people are at the heart of what we do. You'll be surrounded by a team who is looking to make an impact on our customers, our community, and each other. By pairing innovative technology with dynamic employees, we create smarter, more efficient ways to deliver...

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.

Chicago Jobs by Type

Full Time Jobs in Chicago

Full Time roles in Chicago suit candidates looking for the structure and commitment this work pattern offers. There are currently 303 full time positions available.

Permanent Jobs in Chicago

Permanent roles in Chicago suit candidates looking for the structure and commitment this work pattern offers. There are currently 303 permanent positions available.

Chicago Jobs by Salary

Jobs in Chicago at least £75,000

Browse 127 higher-paying jobs in Chicago listed at least £75,000. Salary information is shown alongside each role below.

Jobs in Chicago at least £50,000

There are 137 positions in Chicago paying at least £50,000. Use the salary filter to refine further or open each role for full details.

Jobs in Chicago at least £40,000

There are 139 positions in Chicago paying at least £40,000. Use the salary filter to refine further or open each role for full details.

Frequently Asked Questions

What types of jobs are available in Chicago?

There are 303 jobs in Chicago, with top sectors including Driving, Delivery, Logistics.


Are there full-time and part-time jobs in Chicago?

There are 303 full-time and 0 part-time jobs in Chicago.


What salary can I expect for jobs in Chicago?

Of the 303 jobs in Chicago, 127 pay at least £75,000 and 137 pay at least £50,000.


How often are new jobs in Chicago posted?

273 jobs in Chicago were posted in the last 7 days.

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