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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20 Trucking Jobs in Chicago, Illinois

CDL-A Dedicated Truck Driver: Home Weekly & $2,500 Sign On Bonus

  • Dedicated
  • $1,500-$1,700 per Week
  • Chicago, IL

CDL-A Dedicated Truck Driver: $2,500 Bonus & Avg $1,700–$1,850/wk

  • Dedicated
  • $1,700-$1,850 per Week
  • Chicago, IL

CDLA Truck Driver: $4,000 Bonus & Avg $1,500+/wk

  • Dedicated
  • $1,500 per Week
  • Chicago, IL

CDL-A TRUCK DRIVERS: GET HIGHER PAY 57 - 64 CPM (based on experience)

  • OTR
  • $1,650 per Week
  • Chicago, IL

CDL-A TRUCK DRIVERS: GET HIGHER PAY 57 - 64 CPM (based on experience)

  • OTR
  • $1,700 per Week
  • Michigan City, IN

CDL-A Teams: Top Pay & $5,000 Sign On Bonus/split!

  • Team
  • $72-$80 CPM
  • 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

Owner Operator Truck Driver Dedicated Opportunity - Lease Purchase

  • Owner Operator
  • $147,000 per Year
  • Chicago, IL

Owner Operator Truck Driver Dedicated Opportunity - Lease Purchase

  • Owner Operator
  • $122,500 per Year
  • Hammond, IN

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

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

Owner Operator Truck Driver Dedicated Opportunity

  • Owner Operator
  • $147,000 per Year
  • Chicago, IL

Owner Operator Truck Driver Dedicated Opportunity

  • Owner Operator
  • $122,500 per Year
  • Hammond, IN

Owner Operator Truck Driver OTR Opportunities - Great Pay & Consistent Miles

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

CDL-A GRADS: Drive Dedicated | Earn $650/wk While Training

  • Students
  • $650 per Week
  • Chicago, IL

CDL-A GRADS: Drive Regional, Earn $650/wk Whlle You Train

  • Students
  • $650 per Week
  • Chicago, IL

Recent CDL A Grads: Drive Dedicated & Earn $650/wk While You Train

  • Students
  • $650 per Wk
  • Chicago, IL

Truck Drivers – Earn extra cash with priority access to freight by becoming a Driver Trainer

  • Experienced
  • $70,000-$90,000 per Year
  • Chicago, IL

CDL-A GRADS: Drive Dedicated | Earn $650/wk While Training

  • Students
  • $650 per Week
  • Chicago, IL

Recent CDL-A Grads: Drive OTR & Get Paid $650/wk While You Train

  • Students
  • $650 per Week
  • Chicago, IL

Recent CDL-A Grads: Drive OTR & Get Paid $850/wk While You Train

  • Students
  • $850 per Week
  • Michigan City, 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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