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
Flatbed OTR Class A CDL Driver - $1,094.00 - $2,103.53 per week. Full Benefits
NewPosted 21 May 2026System TransportJob Description:CDL A OTR Flatbed Driver: $1,094.00 - $2,103.53 per week. Full BenefitsAMERICA PROUD. FLATBED STRONG. DRIVE SYSTEM TRANSPORT!Looking for an exciting driving opportunity in the western region of America? System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. As a driver, you will be transporti...
Job Description: TRUCK DRIVING JOBS: WE ARE HIRING DRIVERS! INCREASED DRIVER STARTING PAY AT CRETE CARRIER, INDUSTRY LEADING PAY IS JUST THE BEGINNING Yes, you read that right: with a $0.03 per mile raise for our OTR fleet, with the top 50% of our OTR drivers averaging over $101,000 annually. Need to get through the house more often? We ve...
Illinois has OTR CDL A flatbed driver jobs-1 yr. experience required
NewPosted 21 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-earning dr...
12 Days Out CDL A Driver Job -Top 50% average $92,163 / $.61 to $.64 cpm
NewPosted 21 May 2026Crete Carrier Corporation> TRUCK DRIVING JOBS: WE ARE HIRING DRIVERS! INCREASED DRIVER STARTING PAY AT CRETE CARRIER, INDUSTRY LEADING PAY IS JUST THE BEGINNING Yes, you read that right: with a $0.03 per mile raise for our OTR fleet, with the top 50% of our OTR drivers averaging over $101,000 annually. Need to get through the house more often? We ve raised pay on AL...
Driver Contractors With or Without Own Tow Vehicle Local Regional OTR and Next Day Pay
Posted 14 May 2026TruckMoversJob Description: Driver Contractors With or W/O Own Tow Vehicle Great Pay - Next Day! Local, Regional & OTR Class A or B! Be your own boss! Company Profile: TruckMovers drivers are independent contractors and have the freedom to operate on their own schedule. You choose the types of loads you deliver. Your investment in equipment is minimal a...
7:00am-3:30pm/Monday-FridayWhen joining our Supply Chain team, you can feel right away that people are at the heart of what we do. You'll be surrounded by a team who is looking to make an impact on our customers, our community, and each other. By pairing innovative technology with dynamic employees, we create smarter, more efficient ways to deliver...
7:00am-3:30pm/Monday-FridayWhen joining our Supply Chain team, you can feel right away that people are at the heart of what we do. You'll be surrounded by a team who is looking to make an impact on our customers, our community, and each other. By pairing innovative technology with dynamic employees, we create smarter, more efficient ways to deliver...
7:00am-3:30pm/Monday-FridayWhen joining our Supply Chain team, you can feel right away that people are at the heart of what we do. You'll be surrounded by a team who is looking to make an impact on our customers, our community, and each other. By pairing innovative technology with dynamic employees, we create smarter, more efficient ways to deliver...
7:00am-3:30pm/Monday-FridayWhen joining our Supply Chain team, you can feel right away that people are at the heart of what we do. You'll be surrounded by a team who is looking to make an impact on our customers, our community, and each other. By pairing innovative technology with dynamic employees, we create smarter, more efficient ways to deliver...
7:00am-3:30pm/Monday-FridayWhen joining our Supply Chain team, you can feel right away that people are at the heart of what we do. You'll be surrounded by a team who is looking to make an impact on our customers, our community, and each other. By pairing innovative technology with dynamic employees, we create smarter, more efficient ways to deliver...
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.