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.
156 jobs for Highway Driver Leasing in Chicago
KAG Specialty Products is hiring OTR CDL A Drivers who want to stay out, run hard, and earn BIG.If you're willing to stay "in system" for at least 14 consecutive days, this is one of the highest earning mileage packages in the industry.CDL A OTR Drivers - High Mileage = High Money $110,000+ W 2 Text APPLY to to get your quick app started! Pay Pa...
KAG Specialty Products is hiring CDL-A Owner Operator Truck Drivers to haul specialty products nationwide. If you're looking for high earning potential, consistent freight, and OTR runs, this is the opportunity for you.OTR Owner Operators – Big Miles. Big Money. Real Support. | $240,000/year Text APPLY to to get your quick app started! Why Ow...
Millis Transfer is now hiring Regional CDL-A Drivers in the Midwest! Top 25% of Drivers Earn $81,000+ Annually Guaranteed Home Weekly - New Pay Increase! Applicants must have 6 Months of OTR experience. Applicants must have a Valid Class A CDL. Millis Drivers Enjoy: Drivers average $1,600 per week Top 25% of Midwest Regional drivers earn $81...
KAG Specialty Products is hiring OTR CDL‑A Drivers who want to stay out, run hard, and earn BIG.If you're willing to stay “in system” for at least 14 consecutive days, this is one of the highest‑earning mileage packages in the industry.CDL‑A OTR Drivers — High Mileage = High Money | $110,000+ W‑2 Text APPLY to to get your quick app started! Pay...
Hiring CDL-A Drivers DEDICATED TRUCK DRIVERS EARN - Minimum $1,350 per week EXPERIENCE THE HIRSCHBACH DIFFERENCE - Top equipment, benefits and home time NEW HIRES RECEIVE - $800 orientation qualification process pay Why Drive for Hirschbach? Hirschbach is not your typical trucking company. We are driver focused, driver first. We offer o...
KAG Specialty Products is hiring OTR CDL A Drivers who want to stay out, run hard, and earn BIG.If you're willing to stay "in system" for at least 14 consecutive days, this is one of the highest earning mileage packages in the industry.CDL A OTR Drivers - High Mileage = High Money $110,000+ W 2 Text APPLY to to get your quick app started! Pay Pa...
KAG Specialty Products is hiring CDL-A Owner Operator Truck Drivers to haul specialty products nationwide. If you're looking for high earning potential, consistent freight, and OTR runs, this is the opportunity for you.OTR Owner Operators – Big Miles. Big Money. Real Support. | $240,000/year Text APPLY to to get your quick app started! Why Ow...
KAG Specialty Products is hiring OTR CDL A Drivers who want to stay out, run hard, and earn BIG.If you're willing to stay "in system" for at least 14 consecutive days, this is one of the highest earning mileage packages in the industry.CDL A OTR Drivers - High Mileage = High Money $110,000+ W 2 Text APPLY to to get your quick app started! Pay Pa...
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 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...
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.