OTR Trucking Jobs In Illinois

Illinois
OTR truck driver beside a semi-truck in Illinois

Illinois is one of the top states for over-the-road (OTR) trucking, with Chicago serving as one of the busiest freight hubs in the nation. Interstates like I-55, I-57, I-70, I-80, and I-90 connect Illinois to every corner of the country, making it a prime location for long-haul drivers.

The state’s economy relies on manufacturing, agriculture, retail, and intermodal shipping from Chicago’s massive rail and trucking network. OTR drivers in Illinois enjoy steady freight and opportunities for both regional and coast-to-coast hauls.

For drivers who want reliable loads and national routes, Illinois offers one of the strongest trucking markets in the U.S. with excellent earning potential.

Why Choose OTR Truck Driving Jobs in Illinois:

  • Major Freight Hub – Chicago connects all major U.S. markets
  • Highway Access – I-55, I-70, and I-80 provide national routes
  • Diverse Freight – Agriculture, retail, and manufacturing
  • High Mileage Pay – Long-haul demand keeps drivers moving
  • Strong Opportunities – Work with top national carriers

Featured Opportunities

⭐ FEATURED

Empire National

Based in Chicago, IL

26FT Box Truck Owners
$4,000 - $8,000 a week Owner Operator
✓ Regional & OTR Routes ✓ Fuel discount ✓ No Forced Dispatch ✓ Weekly Settlements
Apply now →
⭐ FEATURED

TRANSGEORGIA LLC

Based in Chicago, IL

Owner Operators Needed – Cargo vans, sprinters & Large Box Trucks
$5,811 - $6,405 a week Owner Operator
✓ Consistent Work Next-Day Pay ✓ No Forced Dispatch ✓ Referral program Apply now →

Available OTR Jobs in Illinois

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Current OTR Job Listings for Illinois

OTR flatbed Conestoga driver up to 75 CPM

Benchmark Transportation Inc

Posted: 2025/10/14

Chicago, Illinois $2,000 - $3,000 a week Local - Home Daily
Lead the way in Illinois as an Owner Operator with Benchmark Transportation Inc! Experience the strong freight market and business-friendly environment of Illinois while enjoying competitive compensation and a robust suite of benefits, including paid vacation and medical coverage. With months of flatbed experience, seize this opportunity to build your own enterprise amid a thriving logistics landscape. Illinois offers the ideal backdrop for independent contractors ready to embrace a future filled with potential and success. Join Benchmark Transportation Inc today!
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OTR Truck Driver Class A

TRX EXPRESS INC

Posted: 2025/10/14

Chicago, Illinois $2,000 - $3,000 a week Local - Home Daily
Build your career in Illinois with TRX EXPRESS INC, a pivotal player in the logistics landscape. As a major shipping hub, Illinois offers exceptional access to nationwide routes, allowing you to thrive while enjoying a superior rewards structure. With competitive compensation and a robust package of full benefits, you’ll find your ideal work-life balance. Experience the ease of no-touch freight, making every journey smoother. Elevate your driving career in Illinois today!
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Owner-operator independent truck driver

Tiger Trans Group LLC

Posted: 2025/10/14

Chicago, Illinois $2,000 - $3,000 a week Local - Home Daily
Illinois offers unmatched potential for owner operator CDL drivers seeking to thrive in an ever-evolving freight market. With Tiger Trans Group LLC, you can earn an impressive salary of $3,000.00 per week while enjoying a superior rewards system that includes a robust package of benefits. The state’s business-friendly climate fosters opportunities for independent contractors to establish and grow their enterprises. In Illinois, you can build a successful future while being supported by an esteemed company dedicated to your success.
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CDL A Truck Driver - $1250 orientation pay

Central Oregon Truck Company

Posted: 2025/10/14

Chicago, Illinois Up to $127,000 a year Local - Home Daily
Capitalize on Illinois's logistics strength by joining Central Oregon Truck Company, where your skills as an over-the-road CDL driver will flourish. With a strategic location, Illinois serves as a vital hub for nationwide routes, allowing you to engage with the pulse of the industry. Earn an impressive annual salary of $127,000 while enjoying a robust benefits package that includes health insurance, dental, and vision coverage. Experience the satisfaction of hauling flatbed freight among the elite in the heart of Illinois.
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OTR Jobs Locations in Illinois

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Find Your Next OTR Truck Driving Opportunity in Illinois

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