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Find Truck Driving Jobs in Chicago, Illinois

Looking for a CDL truck driver job in Chicago, Illinois? U.S. Xpress offers top pay & benefits, newer equipment, and flexible schedules.
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9 Trucking Jobs in Chicago, Illinois

CDL-A Dedicated Truck Driver: Average $1,400+ per week!

  • Dedicated
  • $1,400-$1,600 per Week
  • Chicago, IL

CDL-A DEDICATED COMPANY TRUCK DRIVERS OPPORTUNITIES

  • Dedicated
  • $70,000 per Year
  • Chicago, IL

Military Veterans: Become a Professional CDL Truck Driver and Earn Up to $85k Your First Year!

  • Military
  • $70,000 per Year
  • Chicago, IL

CDL-A TRUCK DRIVERS: GET HIGHER PAY 57 - 64 CPM (BASED ON EXPERIENCE)

  • OTR
  • $0.57-$0.64 CPM
  • Chicago, IL

CDL-A Teams: TOP TEAM PAY IN THE NATION & UP TO $15,000 SIGN ON BONUS/SPLIT!

  • Team
  • $200,000 per Year
  • Chicago, IL

Truck Drivers – Earn extra cash with priority access to freight by becoming a Certified Career Coach

  • Career Coach
  • $70,000-$90,000 per Year
  • Chicago, IL

CDL-A TRUCK DRIVERS: Regional Home Weekly

  • OTR
  • $0.57-$0.64 CPM
  • Chicago, IL

Lease-to-Own: No Money Down, No Credit Check, Walkaway Lease

  • Lease
  • $1-$2 per Mile
  • Hammond, IN

Owner Operator Truck Driver Job - Great Pay & Consistent Miles

  • Owner Operator
  • $1-$2 per Mile
  • Gary, IN

Why drive for U.S. Xpress in Chicago, Illinois

At U.S. Xpress, we believe in giving our Chicago, Illinois truck drivers the freedom they deserve. No more micromanagement, no more routes that don’t make sense, and no more stress about miles or getting home on time. Here, you’ll earn competitive pay and enjoy the road to financial security.

  • Consistent miles and paycheck
  • Generous Pet & Rider Policy
  • Up to $7,000 Tuition Reimbursement
  • Convenient home-base terminals
  • Driver Managers that know you and work with you
  • Military Veterans: Post 9/11 GI Bill® Apprenticeship Program or Advanced Rate of Pay Program
  • Paid Orientation
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