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.
169 jobs for Cwt Driver Advocates in Chicago
Regional Truck Driver Company - 6mo EXP Required - $1.7k per week - Hill Bros.
NewPosted 23 May 2026Hill Bros.Hiring CDL-A Drivers | Earn $85K-$95K Per Year | Home Weekly. Home Weekly - Regional - Touch the House During the week too! Details: NEW PAY RAISE $0.675 CPM $85,000 to $95,000 per year!!! miles per week Run for 6 to 8 days, take your 34 to 48 at home. Home every week! Want to make more money? – Stay out longer! – We have the miles! Noth...
Illinois has OTR CDL A flatbed driver jobs-1 yr. experience required
NewPosted 25 May 2026Hunt TransportationTRUCK DRIVING JOBS: WE ARE HIRING DRIVERS! We're a Certified Top Pay Carrier and the top 50 percent of our drivers average $93,347 per year. NOW HIRING: Job Description: Drivers who want to see the country are a perfect fit for the Hunt Transportation national OTR fleets. These are our highest mileage fleets and home to our top...
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...
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...
Truck Driver Company - 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 - Grad Training - Regional - $60k - $70k per year - KreilKamp Trucking
NewPosted 23 May 2026Kreilkamp TruckingRegional CDL A Drivers | NEW Grads Welcome | Earn $70,000+ Annually. We're proud to be a 4th generation family truck line, started in 1935, but even prouder that over 350 drivers call us home. As we continue to grow, there's plenty of room at the table for professional drivers like you. No experience? No problem! We are currently accepting recent...
CDL-A Company Driver - 6mo EXP Required - Regional - $1.7k per week - Hill Bros.
NewPosted 23 May 2026Hill Bros.Hiring CDL-A Drivers | Earn $85K-$95K Per Year | Home Weekly. Home Weekly - Regional - Touch the House During the week too! Details: NEW PAY RAISE $0.675 CPM $85,000 to $95,000 per year!!! miles per week Run for 6 to 8 days, take your 34 to 48 at home. Home every week! Want to make more money? – Stay out longer! – We have the miles! Noth...
CDL-A Company Driver - 2yrs EXP Required - Regional - Dry Van - Road Warrior Staffing
NewPosted 26 May 2026Road Warrior StaffingHelping CDL A Drivers Find Their Perfect Match!. Road Warrior Staffing is your partner in CDL driving careers. We specialize in placing qualified drivers with top companies nationwide, offering steady opportunities, competitive pay, and a team that understands the industry. Drivers can earn an average of $1,400–$2,500 per week, with additional CP...
Class A CDL Company Driver - Grad Training - Regional - $60k - $70k per year - KreilKamp Trucking
NewPosted 24 May 2026Kreilkamp TruckingRegional CDL A Drivers | NEW Grads Welcome | Earn $70,000+ Annually. We're proud to be a 4th generation family truck line, started in 1935, but even prouder that over 350 drivers call us home. As we continue to grow, there's plenty of room at the table for professional drivers like you. No experience? No problem! We are currently accepting recent...
Class A CDL Company Driver - 2yrs EXP Required - Regional - Dry Van - Road Warrior Staffing
NewPosted 26 May 2026Road Warrior StaffingHelping CDL A Drivers Find Their Perfect Match!. Road Warrior Staffing is your partner in CDL driving careers. We specialize in placing qualified drivers with top companies nationwide, offering steady opportunities, competitive pay, and a team that understands the industry. Drivers can earn an average of $1,400–$2,500 per week, with additional CP...
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.