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.
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26 jobs for Trans Am Trucking in Chicago
CDL-A Company Driver - 2yrs EXP Required - OTR - Dry Van - $1.75k per week - Turquoise Trucking
NewPosted 23 May 2026Turquoise TruckingOTR Company Drivers | $10,400 Sign-On | Avg $1,750 Weekly. Drive For Us We are always looking for OTR company drivers and owner operators to join our family. Here, we know you by name, not by number. Drive Turquoise. Company Drivers Guaranteed* min. $1400 per week/driver, average $1750 per week $10,400 sign-on bonus On average, our company driv...
CDL-A Company Driver - 1yr EXP Required - OTR - Specialized - $85k - $100k per year - Koch Trucking
NewPosted 24 May 2026Koch TruckingCDL-A Truck Driver – Specialized Division | Earn $85K - $100K+. Job Highlights: Average annual earnings: $85K Starting pay: $0.58 - $0.60CPM Top performer earnings: +$100K Home time: Out 14-21 days Hiring bonus: $6,000 Setup pay: $75 per load Stop pay: $30 per stop after first stop Average Weekly Miles: +2400 All trucks are 3 years ol...
Class A CDL Company Driver - 2yrs EXP Required - OTR - Dry Van - $1.75k per week - Turquoise Trucking
NewPosted 23 May 2026Turquoise TruckingOTR Company Drivers | $10,400 Sign-On | Avg $1,750 Weekly. Drive For Us We are always looking for OTR company drivers and owner operators to join our family. Here, we know you by name, not by number. Drive Turquoise. Company Drivers Guaranteed* min. $1400 per week/driver, average $1750 per week $10,400 sign-on bonus On average, our company driv...
Class A CDL Company Driver - 1yr EXP Required - OTR - Specialized - $85k - $100k per year - Koch Trucking
NewPosted 24 May 2026Koch TruckingCDL-A Truck Driver – Specialized Division | Earn $85K - $100K+. Job Highlights: Average annual earnings: $85K Starting pay: $0.58 - $0.60CPM Top performer earnings: +$100K Home time: Out 14-21 days Hiring bonus: $6,000 Setup pay: $75 per load Stop pay: $30 per stop after first stop Average Weekly Miles: +2400 All trucks are 3 years ol...
Entry-Level & Experienced Drivers Welcome May Trucking Company is hiring Over-the-Road CDL-A Company Truck Drivers.Whether you are new to the industry or have years of experience, we offercompetitive pay, modern equipment, and driver-focused benefits designed tosupport you and your family. Pay & Compensation $0.45 – $0.60 CPM based on experience...
Entry-Level & Experienced Drivers Welcome May Trucking Company is hiring Over-the-Road CDL-A Company Truck Drivers.Whether you are new to the industry or have years of experience, we offercompetitive pay, modern equipment, and driver-focused benefits designed tosupport you and your family. Pay & Compensation $0.45 – $0.60 CPM based on experience...
Entry-Level & Experienced Drivers Welcome May Trucking Company is hiring Over-the-Road CDL-A Company Truck Drivers.Whether you are new to the industry or have years of experience, we offercompetitive pay, modern equipment, and driver-focused benefits designed tosupport you and your family. Pay & Compensation $0.45 – $0.60 CPM based on experience...
Entry-Level & Experienced Drivers Welcome May Trucking Company is hiring Over-the-Road CDL-A Company Truck Drivers.Whether you are new to the industry or have years of experience, we offercompetitive pay, modern equipment, and driver-focused benefits designed tosupport you and your family. Pay & Compensation $0.45 – $0.60 CPM based on experience...
Job Description: Hiring Class A CDL Intermodal Company Drivers in Cudahy, WI, Chicago, IL and Rockford, IL - Estimated Yearly Salary: $53k - $71k / Year Looking for an intermodal career with great compensation , a dependable schedule , and full employee benefits ?Forward is hiring Class A CDL Company Drivers in yourarea to run local & regional in...
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.