Highway Driver Leasing 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.

160 jobs for Highway Driver Leasing in Chicago

Looking for dedicated truck driving jobs? J.B. Hunt is hiring local CDL-A drivers! Become a Dedicated Contract Services driver and start enjoying consistent freight and deliveries for a single customer. This position is an activity-based pay plan that encourages safety, efficiency and a strong work ethic. Job Details: $0.23-$0.25 per mile Stop pay:...

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 ...

$1,900 - $2,300 per week

Job Description: CDL A Company Driver - Flatbed & Dry Van Apply today or call us at Pay: $1,900.00 - $2,300.00 per week Job description: Trailer Type: Flatbed and Dry van Company drivers and Lease to purchase Join a company that partners with top industry customers! We are currently hiring CDL A Dry Van and Flatbed Drivers to run loads for...

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're part of the family...

Hiring CDL-A Truck Drivers TOP DRIVERS EARN - Up to $90,000 per year INCENTIVES THAT ADD UP - Bonuses, accessorial pay + more YOUR CAREER, UPLEVELED - Paid flatbed training and orientation Why Drive for Kivi Bros Trucking? Kivi Bros. is a third-generation, family-owned company built on professionalism, integrity, and respect. We know drivers ar...

$87,500 - $114,000 per annum

Hiring CDL-A Drivers PAY THAT PULLS AHEAD - Earn up to $114,000 per year RUN HARD. RESET RIGHT. - Weekly home time with 34-48 hour resets SOLID START. STAY STEADY. - $1,400 guaranteed weekly minimum Why Drive for Zeller? Zeller Transportation is built for professional drivers who want strong pay, dependable freight, and a schedule that makes sens...

£92,000 Per Annum

Hiring CDL-A Truck Drivers PAY THAT GOES THE DISTANCE - Drivers can earn $0.62 - $0.66CPM GREAT TRUCKS, EASY MILES - Late-model equipment, 100% no-touch freight 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 a future. Our OT...

£120,000 Per Annum

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, support, and ...

£200,000 Per Annum

Job Description: Class A CDL Driver OTR Freight Up To $200,000+ About the Company: Founded in 2008 by Ross Sapir, Roadway Moving is built on the core principles of accountability, kindness, generosity, and dedication. These values drive a culture of excellence, where our people not just our trucks set us apart in a crowded industry. We believe...

Job Description: CDL CLASS A DRIVERS UP TO $0.70 CPM NEWER TRUCKS TONS OF MILESWe're growing and looking for pros who want great miles, smooth dispatch, and real support.Why drive with us Up to $0.70 per mile (experience & performance) Newer equipment tractors not older than 3 years Plenty of miles stay rolling and earning 24/7 support + ...

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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