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.
696 jobs for Highway Driver Leasing in Chicago
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...
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 STEADY WEEKS, STEADY PAY - Earn $1,350 per week RUN SMART, REST ON YOUR SCHEDULE - Home weekly TOP TRUCKS FOR TOP DRIVERS - Fully-loaded trucks Why Drive for Hirschbach? Hirschbach is hiring CDL A truck drivers in the local Romeoville, IL, Rochell, IL, and Fairfield, OH areas. We are not your typical truckin...
Have a car? Earn a $1,000 BONUS + $10,000 GUARANTEE* when you sign up to drive your own vehicle and help transport others to healthcare appointments around Chicago! Veyo is a mission-driven company helping individuals get to and from their non-emergency medical appointments. We're actively seeking local drivers to partner with us. As a Veyo driv...
Have a car? Earn a $1,000 BONUS + $10,000 GUARANTEE* when you sign up to drive your own vehicle and help transport others to healthcare appointments around Chicago! Veyo is a mission-driven company helping individuals get to and from their non-emergency medical appointments. We're actively seeking local drivers to partner with us. As a Veyo driv...
Have a car? Earn a $1,000 BONUS + $10,000 GUARANTEE* when you sign up to drive your own vehicle and help transport others to healthcare appointments around Chicago! Veyo is a mission-driven company helping individuals get to and from their non-emergency medical appointments. We're actively seeking local drivers to partner with us. As a Veyo driv...
Have a car? Earn a $1,000 BONUS + $10,000 GUARANTEE* when you sign up to drive your own vehicle and help transport others to healthcare appointments around Chicago! Veyo is a mission-driven company helping individuals get to and from their non-emergency medical appointments. We're actively seeking local drivers to partner with us. As a Veyo driv...
Have a car? Earn a $1,000 BONUS + $10,000 GUARANTEE* when you sign up to drive your own vehicle and help transport others to healthcare appointments around Chicago! Veyo is a mission-driven company helping individuals get to and from their non-emergency medical appointments. We're actively seeking local drivers to partner with us. As a Veyo driv...
Have a car? Earn a $1,000 BONUS + $10,000 GUARANTEE* when you sign up to drive your own vehicle and help transport others to healthcare appointments around Chicago! Veyo is a mission-driven company helping individuals get to and from their non-emergency medical appointments. We're actively seeking local drivers to partner with us. As a Veyo driv...
Have a car? Earn a $1,000 BONUS + $10,000 GUARANTEE* when you sign up to drive your own vehicle and help transport others to healthcare appointments around Chicago! Veyo is a mission-driven company helping individuals get to and from their non-emergency medical appointments. We're actively seeking local drivers to partner with us. As a Veyo driv...
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.