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.
102 jobs for Highway Driver Leasing in Chicago
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 ...
CDL-A OTR Company Driver - Affordable Benefits Package + $98,280 Per Year Per Driver
NewPosted 23 May 2026ForwardJob Description:Searching for a company that values team drivers and rewards your miles? Forward is actively hiring team Class A OTR Company Drivers in your area! When driving with Forward, you can expect consistent miles, industry-leading benefits and a competitive per-mile rate - paid to you based on your team's total miles. What makes this oppo...
Looking for dedicated truck driving jobs? J.B. Hunt is hiring regional 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: $0.55-$0.57 per mile Stop p...
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:...
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:...
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...
Looking for dedicated truck driving jobs? J.B. Hunt is hiring regional 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: $0.55-$0.57 per mile Stop p...
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 + ...
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...
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.