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.
189 jobs for Cwt Driver Advocates in Chicago
Class A CDL Lease Driver - 6mo EXP Required - Local - Intermodal - $4k - $5k per week - Universal Logistics
NewPosted 26 May 2026universal logisticsSeeking Owner Operators in Harvey, IL | Local & Regional Freight. Pay: $4,000.00 - $5,000.00 per week Join a dynamic fleet that works for you! Universal Intermodal's Harvey location offers a contractor focused facility that offers the freight options you need. Universal boasts a mixture of freight to fit your schedule. Day shift & Overnight runs...
Truck Driver Company - 6mo EXP Required - OTR - Dry Van - $1.2k - $1.5k per week - Bison Transport Inc.
NewPosted 24 May 2026BISON TRANSPORTBison Transport is Hiring CDL-A Drivers in Your Area!. OTR Drivers: OTR drivers earn $1,320 - $1,408 per week ($68,640 - $73,216 annually) $5,000 sign on bonus for all OTR drivers with 6+ months experience! OTR Runs — Stay out 2-3 weeks, run solid miles. Regional Drivers: Regional drivers earn $1,197 - $1,503 per week ($62,244 - $78,162 annually...
CDL-A Company Driver - 6mo EXP Required - OTR - Dry Van - $1.2k - $1.5k per week - Bison Transport Inc.
NewPosted 24 May 2026BISON TRANSPORTBison Transport is Hiring CDL-A Drivers in Your Area!. OTR Drivers: OTR drivers earn $1,320 - $1,408 per week ($68,640 - $73,216 annually) $5,000 sign on bonus for all OTR drivers with 6+ months experience! OTR Runs — Stay out 2-3 weeks, run solid miles. Regional Drivers: Regional drivers earn $1,197 - $1,503 per week ($62,244 - $78,162 annually...
CDL A Lease Purchase Opportunities With ATS | Flatbed OTR. The Lifestyle You Want. The Support You Need To Get There. You chose a truck driving career because it gave you freedom. Now you want more control over your lifestyle, so you're thinking about leasing options . Get the support you need to be successful with one of the best lease-purchase...
Class A CDL Company Driver - 6mo EXP Required - OTR - Dry Van - $1.2k - $1.5k per week - Bison Transport Inc.
NewPosted 24 May 2026BISON TRANSPORTBison Transport is Hiring CDL-A Drivers in Your Area!. OTR Drivers: OTR drivers earn $1,320 - $1,408 per week ($68,640 - $73,216 annually) $5,000 sign on bonus for all OTR drivers with 6+ months experience! OTR Runs — Stay out 2-3 weeks, run solid miles. Regional Drivers: Regional drivers earn $1,197 - $1,503 per week ($62,244 - $78,162 annually...
OTR Class A CDL-A Truck Drivers - $3000 Sign-On Bonus! Brady Trucking is hiring Over-the-Road CDL-A Truck Drivers to haul freight across the U.S., offering a rewarding and consistent driving experience. Our drivers enjoy modern, well-maintained equipment designed for comfort, safety, and reliability.What We Offer: Average Pay: $1,800 - $2,300 pe...
OTR Class A CDL-A Truck Drivers - $3000 Sign-On Bonus! Brady Trucking is hiring Over-the-Road CDL-A Truck Drivers to haul freight across the U.S., offering a rewarding and consistent driving experience. Our drivers enjoy modern, well-maintained equipment designed for comfort, safety, and reliability.What We Offer: Average Pay: $1,800 - $2,300 pe...
OTR Class A CDL-A Truck Drivers - $3000 Sign-On Bonus! Brady Trucking is hiring Over-the-Road CDL-A Truck Drivers to haul freight across the U.S., offering a rewarding and consistent driving experience. Our drivers enjoy modern, well-maintained equipment designed for comfort, safety, and reliability.What We Offer: Average Pay: $1,800 - $2,300 pe...
OTR Class A CDL-A Truck Drivers - $3000 Sign-On Bonus! Brady Trucking is hiring Over-the-Road CDL-A Truck Drivers to haul freight across the U.S., offering a rewarding and consistent driving experience. Our drivers enjoy modern, well-maintained equipment designed for comfort, safety, and reliability.What We Offer: Average Pay: $1,800 - $2,300 pe...
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.