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.
185 jobs for Cwt Driver Advocates in Chicago
OTR CDL A Driver Home Every Weekend, Dedicated Lanes
NewPosted 22 May 2026Green Lines Transportation, Inc.Job Description: OTR CDL A Driver Home Every Weekend, Dedicated LanesCall ex. 218 Immediately! These opportunities won t last long! Green Lines Transportation is looking for CDL A Flatbed Drivers. We are busy. We have been Family Owned and Operated for over 30 years. We are one of the top paying carriers in the Industry while maintaining excellen...
Contracting CDL-A Truck Drivers BIG EARNING POWER - Up to $130,000 net per year RUN EASY, EARN BIG - Mostly drop + hook, no-touch miles FREEDOM TO GROW - Multiple trailer & freight options Hiring Lease Operators EOS is hiring truck drivers in your local area! EOS Trucking is where drivers build real earning power and real career flexibility. Wit...
Job InfoJob Location: Chicago, Illinois Route Type: Local Type of Assignment: Direct Hire Transmission Type: Automatic Job RequirementsExperience: 2+ years Handling: Light Touch Additional InformationCDL A - Local Driver - $27/Hour + OT + Bonuses + Union Benefits TransForce is seeking a CDL A Local Truck Driver to support operations based in ...
Earn big and work on your own time and terms as a Grubhub delivery partner! Grubhub is looking for drivers and bikers like you to hit the road quick and start delivering from restaurants, liquor stores, convenience stores, and more. -Looking for a flexible way to earn extra cash? Grubhub is the gig for you. - Why deliver with Grubhub? - Earn ...
CDL-A OTR Flatbed Driver: Earn $1,094.00 - $2,103.53 per week. Full Benefits
NewPosted 23 May 2026System TransportCDL 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 transporting important goo...
Class A CDL Flatbed OTR Driver: Earn $1,094.00 - $2,103.53 per week. Full Benefits
NewPosted 23 May 2026System TransportCDL 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 transporting important goo...
Class A CDL Flatbed OTR Driver: Earn $1,094.00 - $2,103.53 per week. Full Benefits
NewPosted 23 May 2026System TransportCDL A OTR Flatbed Driver: $1,094.00 - $2,103.53 per week. Full BenefitsIf the following job requirements and experience match your skills, please ensure you apply promptly.AMERICA 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 f...
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...
$5K Hiring Bonus Flatbed Class A CDL Regional Driver: Earn $1,095.18 - $1,980.65 per week. Off Most Weekends
NewPosted 23 May 2026System Transport$5K Hiring Bonus! Flatbed CDL-A Driver, Regional Route: $1,095.18 - $1,980.65 per week. Most Weekends off!AMERICA 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 ...
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.