Regional Truck Driving Jobs In Cook County

Regional truck driving jobs in Cook County, Illinois, connect CDL drivers with consistent routes and excellent pay—all while staying closer to home. Whether you’re running loads across the Chicago metro or surrounding Midwest, these jobs offer reliability and work-life balance.
  • Frequent home time with flexible regional schedules
  • High earnings with mileage pay and sign-on bonuses
  • Major logistics hubs in Chicago, Cicero, and Schaumburg
  • Quick access to interstates like I-90, I-94, and I-290
  • Benefits include medical plans, PTO, and retirement options
Apply now to drive regional routes in Cook County and build a steady career with top trucking companies!

Job Listings

Chicago Illinois US
USD 70000 YEAR
The Sherwin-Williams Company

The Sherwin-Williams Company

Chicago, Cook County County, Illinois $0.73 per mile Full-time Regional Posted: January 15, 2025
Sherwin-Williams offers competitive compensation, excellent benefits, and a safe work environment for Regional Drivers based in Chicago, IL.
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Chicago Illinois US
USD 70000 YEAR
G&D Integrated

G&D Integrated

Chicago, Cook County County, Illinois Up to $100,000 a year Full-time Regional Posted: January 15, 2025
Earn up to $100,000 annually with full benefits, including health insurance and 21 days of paid time off. Drive with G&D Integrated for a third of the industry turnover rate.
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Chicago Illinois US
USD 70000 YEAR
Online Transport

Online Transport

Chicago, Cook County County, Illinois $0.60 per mile Full-time Regional Posted: January 15, 2025
Online Transport offers CDL-A Truck Drivers a competitive compensation package with a $2,000 Referral Bonus, 24/7 Professional Dispatcher Support, and no touch freight. Enjoy benefits like a Pet Program, Rider Program, and paid orientation/training.
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Chicago Illinois US
USD 70000 YEAR
HMD Trucking Inc

HMD Trucking Inc

Chicago, Cook County County, Illinois $0.65 per mile Full-time Regional Posted: January 15, 2025
Enjoy a rewarding career with 65 CPM pay, 12 CPM per diem, comprehensive benefits, and well-maintained trucks. Spend quality time at home every week for 34 hours or more.
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Chicago Illinois US
USD 70000 YEAR
The Wick Transport

The Wick Transport

Chicago, Cook County County, Illinois $1,400 - $1,600 a week Full-time Regional Posted: January 15, 2025
Get paid $0.82 to .85CPM, $25 per stop, and $245 per trailer unload. Enjoy full benefits after 30 days, one week paid time off, rider and pet policy, and $150/day training compensation.
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Chicago Illinois US
USD 70000 YEAR
DriveLine Solutions

DriveLine Solutions

Chicago, Cook County County, Illinois $1,200 - $1,500 a week Full-time Regional Posted: January 15, 2025
Get competitive pay of 27% of Gross, PTO, and health benefits as a full-time SOLO driver. Drive manual trucks on regional routes with no-touch freight.
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Hillside Illinois US
USD 70000 YEAR
MVI Transport

MVI Transport

Hillside, Cook County County, Illinois $1,500 - $1,501 a week Full-time Regional Posted: January 15, 2025
Earn $1,500.00 - $1,501.00 per week with benefits like a fuel card, paid training, and a pet rider program. Work-life balance guaranteed with home time every weekend and most weekdays.
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Chicago Illinois US
USD 70000 YEAR
Pullman Logistics LLC

Pullman Logistics LLC

Chicago, Cook County County, Illinois Up to $80,000 a year Full-time Regional Posted: January 15, 2025
Pullman Logistics offers competitive compensation, including medical benefits, 401(k) plan, and safety bonuses. Enjoy local routes with minimal overnight requirements for work-life balance.
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Chicago Illinois US
USD 70000 YEAR
Trucking Pro

Trucking Pro

Chicago, Cook County County, Illinois From $1,500 a week Full-time Regional Posted: January 15, 2025
Earn up to $1500 per week with full benefits available after 30 days. Enjoy consistent miles, no slip seating, and short haul pay. Home weekly with both day and night driving options.
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Berwyn Illinois US
USD 70000 YEAR
Couried Away LLC

Couried Away LLC

Berwyn, Cook County County, Illinois $1,700 a week Full-time Regional Posted: January 15, 2025
Earn a weekly payment of $1500-$1700, .62CPM, and $40 dispatch pay for under 100-mile assignments. Benefit from 401(k) matching, insurance coverage, paid time off, and a work schedule of Sun-Thurs or Tues-Sat.
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Chicago Illinois US
USD 70000 YEAR
JRayl Transport Inc

JRayl Transport Inc

Chicago, Cook County County, Illinois $1,200 - $1,500 a week Full-time Regional Posted: January 15, 2025
Earn up to $1,500/week or a competitive mileage package of up to .55 per mile. Benefit from 401K with company match, medical, dental, and vision insurance.
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Chicago Illinois US
USD 70000 YEAR
Trucker Time Xpress LLC

Trucker Time Xpress LLC

Chicago, Cook County County, Illinois $1,400 - $1,600 a week Full-time Regional Posted: January 15, 2025
With a $3000 Sign-On Bonus, stable 5-day work schedule, and generous mileage compensation, this regional job in Chicago, IL provides a rewarding work environment with no manual freight handling.
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Northlake Illinois US
USD 70000 YEAR
Odyssey Specialized Logistics LLC

Odyssey Specialized Logistics LLC

Northlake, Cook County County, Illinois $1,400 - $1,600 a week Full-time Regional Posted: January 15, 2025
Get top-of-the-line equipment, weekly settlements, and the opportunity to be home every weekend with Odyssey Specialized Logistics. Earn an average of $1,400-$1,600+ per week.
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Regional Truck Driving Jobs In Illinois Cities

Regional Truck Driving Jobs In Other Illinois Counties