Jobs2Careers logo
​
​
​
​
​
    ​

      1091 Owner Operator jobs in Chicago,IL

      Recommended
      Apply Directly
      CDL A Owner Operator

      CWS Dedicated Service

      Berwyn, IL 60402

      ~ 20 min OnsiteUrgently Hiring

      • CDL-A OWNER OPERATOR - REGIONAL ROUTES
      • Valid CDL-A license
      • Own tractor, model year 2011 or newer
      • Ability to meet live loading windows and on-time delivery requirements
      • Must pass DOT physical and background check
      • Minimum 18 months of verifiable CDL-A driving experience
      SmartExplore AI is experimental.
      View now
      Recommended
      Apply Directly
      Truck Driver Owner Operator - 1yr EXP Required - OTR - $2.5k - $5.5k per week - UACL Logistics

      UACL Logistics

      Chicago, IL 60604

      $2,500-$5,500/wk
      $5,000 bonus
      OnsiteUrgently Hiring

      • Must own or lease a truck suitable for over-the-road operation
      • Meet DOT and FMCSA qualifications
      • Strong safety record
      • Valid CDL-A
      SmartExplore AI is experimental.
      View now
      Recommended
      Truck Driver Job Application
      Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

      Hiring Drivers Now

      Chicago, IL

      $200,000-$325,000/yr
      Urgently Hiring
      New, Posted 1 day ago
      Recommended
      Apply Directly
      Hazmat - CDL-A Owner Operator - 2yrs EXP Required - Regional - Intermodal - H Endorsements Required - Calhoun Truck Lines

      Calhoun Truck Lines

      Chicago, IL 60604

      OnsiteUrgently Hiring

      • 2+ years experience
      • Hazmat
      • CDL A
      SmartExplore AI is experimental.
      View now
      Recommended
      Apply Directly
      CDL A Owner Operator

      CWS Dedicated Service

      Chicago Ridge, IL 60415

      ~ 39 min OnsiteUrgently Hiring

      • CDL-A OWNER OPERATOR - REGIONAL ROUTES
      • Valid CDL-A license
      • Own tractor, model year 2011 or newer
      • Ability to meet live loading windows and on-time delivery requirements
      • Must pass DOT physical and background check
      • Minimum 18 months of verifiable CDL-A driving experience
      SmartExplore AI is experimental.
      View now
      Recommended
      Apply Directly
      CDL-A Owner Operator - 1yr EXP Required - OTR - $2.5k - $5.5k per week - UACL Logistics

      UACL Logistics

      Chicago, IL 60604

      $2,500-$5,500/wk
      $5,000 bonus
      OnsiteUrgently Hiring

      • Must own or lease a truck suitable for over-the-road operation
      • Business-minded approach to managing your operation
      • Meet DOT and FMCSA qualifications
      • Strong safety record
      • Valid CDL-A
      SmartExplore AI is experimental.
      View now
      Recommended
      Apply Directly
      CDL-A Local Owner Operator Truck Driver in Bolingbrook , IL

      roadrunner

      Cicero, IL 60804

      $130,000-$156,000/yr
      $3,000 bonus
      Recommended
      CDL-A Owner Operator - Home Daily - Gross $4,000-$5,000/Wk + No-Touch

      IMC Logistics

      Skokie, IL 60076

      $4,000-$5,000/wk
      $1,000 bonus
      ~ 27 min OnsiteBilingual Preferred

      • Class A CDL License
      • No serious offenses in the previous 5 years or pattern of unsafe practice
      • Container experience is required
      • 1 year of tractor trailer experience
      • Not more than 1 chargeable/preventable accident in the previous 3 years
      SmartExplore AI is experimental.
      View now
      Recommended
      Apply Directly
      Class A CDL Owner Operator Intermodal Drivers - Home Daily

      Legacy Intermodal

      Skokie, IL 60076

      Recommended
      Owner Operators / CDL-A / 6 Months Exp. Req'd

      USA Truck

      Hammond, IN 46320

      Onsite

      • Valid Class A CDL
      • At least 6 months of verifiable CDL A experience
      • At least 21 years of age or older
      SmartExplore AI is experimental.
      View now

      Recent Searches

        Browse Jobs in Top Cities

        Browse Jobs by State

        Browse Jobs by Title

        Post a Job

        About

        Advice

        Contact

        © 2026 Jobs2Careers. All rights reserved.

        Privacy Policy

        Terms of Use

        Your Privacy ChoicesCalifornia Consumer Privacy Act (CCPA) Opt-Out Icon

        Logos provided by Logo.dev

        Jobs2Careers Powered by Talroo

        Privacy Policy, Terms of Use, and Your Privacy Choices

        Browse Jobs in Top Cities

        Browse Jobs by State

        Browse Jobs by Title

        Post a Job

        About

        Advice

        Contact

        © 2026 Jobs2Careers. All rights reserved.

        Privacy Policy

        Terms of Use

        Your Privacy ChoicesCalifornia Consumer Privacy Act (CCPA) Opt-Out Icon

        Logos provided by Logo.dev

        Jobs2Careers Powered by Talroo