Jobs for owner operator at Chicago

8,353 owner operator job listings in United States. Find daily updated positions from leading job boards.

  • Owner Operator Premium

    3 hours ago


    Chicago, Illinois, United States Smart Freight Express Part-time $6,000 - $7,500

    Are you an ambitious and skilled Owner Operator seeking a rewarding career on the open road? Your journey to success starts here at Smart Freight Express. Join our elite team of Owner Operators and experience the freedom and flexibility you've been searching for. Smart Freight Express Logistics has been 15 years on the market and is currently looking to...

  • CDL-A Owner Operator Premium

    4 hours ago


    Chicago, Illinois, United States Thedrivingdesk Full-time $235,000 - $287,000 Contract

    Job Type: Independent Contractor / Owner Operator Freight Type: Dry Van Home Time: Flexible – Daily, Weekly, Every 2 Weeks, Every 3 Weeks, or Custom Schedule Revenue Potential: $235,000 – $287,000+ Annual Gross Revenue Signing Incentive: $10,000 Job Overview We are seeking experienced Owner Operators to join a large nationwide freight network offering...


  • Chicago Heights, IL, United States Forward Air Full-time

    Forward Air seeks CDL A Owner Operator Drivers to support our nationwide expedited LTL and intermodal network. As an independent contractor, you’ll haul freight for retail, e-commerce, and industrial customers on regional and long-haul routes. You’ll ensure safe, on-time pickups and deliveries, follow DOT and company safety standards, and manage your...

  • CDL-A OTR Owner Operator Premium

    4 hours ago


    Chicago, Illinois, United States Trimac Transportation and Family of Companies Full-time $4,500

    Overview Trimac isn't just a transportation company; we’re a safety-driven team powered by 80 years of legacy. Our team is proud to safely deliver products that improve people’s lives across North America.    We offer our drivers a wide range of opportunities, including transporting chemicals, handling dry and liquid bulk goods and...


  • Chicago, IL, United States TRANSOURCE LOGISTICS INC Full-time

    Job DescriptionJob DescriptionTransource Logistics is in search of owner operators to haul shipping containers out of Chicagoland terminals to the surrounding states. Position is daytime and may require early morning starts. Need 2 years verifiable tractor trailer experience. Intermodal experience is preferred but not required.To apply, click the link...


  • Chicago, IL, United States ARL Network Full-time

    Job Description Job Description Job Requirements: •Valid Class A Commercial Driver's License (CDL-A). •Minimum of 2 years of verifiable CDL-A driving experience. •At least 6 months of intermodal container or heavy equipment hauling experience preferred. •Clean Motor Vehicle Record (MVR) with a strong commitment to safe driving. •Ability to...

  • Box Truck Owner Operators Premium

    5 hours ago


    Chicago, Illinois, United States Expedite Tigers Part-time $6,000 - $9,000

    Now Hiring: Box Truck Owner Operators(Bring Your Own Equipment) Join Our Growing Team and Start Earning Today! We are looking for reliable and motivated Box Truck Owner Operators to partner with us. If you own a 22'-26' box truck and are ready to maximize your income, we have the freight, support, and structure to get you moving fast! What We Offer: Gross...

  • Otr CDL A Owner Operator Premium

    5 hours ago


    Chicago, Illinois, United States Got Part-time $6,000 - $8,000

    GOT INC OTR CDL A Owner-Operators with Their Own Trucks Opportunity Gross Weekly Earnings: $6,000 - $8,000 Benefits: Competitive spot market ratesFlexible schedulePaid detention timeFuel discounts (up to $1.00+; average 60c/gallon)Nationwide network accessTrailer rental (2018+ models)Direct deposit every FridayBonuses for clean DOT inspections and...

  • License Owner Premium

    4 hours ago


    Chicago, Illinois, United States Stranger Soccer Full-time

    DescriptionLove football (soccer) and have an entrepreneurial mindset?Stranger Soccer is expanding across key cities worldwide and is seeking a License Owner to launch and grow the Stranger Soccer operation in Chicago.This is not a salaried management role—it's an opportunity for an entrepreneurial individual to build and operate something of their own...


  • Chicago, Illinois, United States J.B. Hunt Transport, Inc. Full-time

    J.B. Hunt is expanding our Final Mile Services home delivery carrier force in the Chicago area. We are looking for carriers that are interested in contracting with us to deliver and install appliances, fitness equipment and furniture. $650-$800 average daily rate* 7-day payment terms Established customer base with consistent routes Access to third-party...


  • Chicago Heights, IL, Cook County, IL; Illinois, United States Forward Air Full-time

    Forward Air seeks CDL A Owner Operator Drivers to support our nationwide expedited LTL and intermodal network. As an independent contractor, you’ll haul freight for retail, e-commerce, and industrial customers on regional and long-haul routes. You’ll ensure safe, on-time pickups and deliveries, follow DOT and company safety standards, and manage your...

  • Heavy Recovery Owner Operator Premium

    4 hours ago


    Chicago, Illinois, United States Remote Mechanic Jobs Full-time $52,000 - $93,600 Contract

    SummaryOnly candidates with their tow truck will be considered. Prior experience is required.We are seeking a skilled and professional Heavy Recovery Operator to operate heavy-duty recovery vehicles and provide towing and recovery services for commercial vehicles. The ideal candidate will excel in advanced recovery techniques, ensure adherence to safety...

  • Box Truck Owner-Operator Premium

    4 hours ago


    Chicago, Illinois, United States Supreme Express Part-time $5,500 - $8,000

    BOX TRUCK CONTRACTOR POSITION Now onboarding box truck owner-operators to move loads for our clients. Working under our MC or yours! Yes, we work with new MCs. Fuel Card ProgramSign on bonusClean DOT inspection bonus2-day hiring process, orientation on-siteOur Offer: Weekly gross $5,500 - $8,000 (solo)No factoring feesNo forced dispatchOTR...


  • Chicago, Illinois, United States Legacy Transportation Services Full-time $200,000 - $300,000 Contract

      DRIVE ELITE. EARN $200K–$300K+.**Sign-On Bonus $5000.00 FIRST 6 MONTHS.Legacy Transportation Services is seeking experienced Owner-Operator Independent Contractor Drivers to haul high-value, sensitive freight throughout all 48 states.We partner with professional drivers who value precision, reliability, strong communication, and representing a...


  • Chicago, IL, United States Disability Solutions Full-time

    Job DescriptionJob DescriptionTransource Logistics is in search of owner operators to haul shipping containers out of Chicagoland terminals to the surrounding states. Position is daytime and may require early morning starts. Need 2 years verifiable tractor trailer experience. Intermodal experience is preferred but not required.To apply, click the link...


  • Chicago, Illinois, United States Bronpe Part-time $4,000 - $6,500

    Position: Cargo Van & Sprinter Van Owner-Operators (Independent Contractor) Bronpe LLC is hiring reliable Cargo Van & Sprinter Van Owner-Operators to join our growing logistics team. What you'll do: Deliver goods safely and on time Plan routes and communicate with dispatch Maintain your vehicle and delivery records Requirements: Own a cargo van...

  • Solo Owner Operator

    4 hours ago


    Chicago, United States Pure Freight Lines Full-time $8,000 - $10,000 Contract

    Pure Freight Lines is Looking Experienced Class A CDL Solo OWNER OPERATORSUSPS MAIL RUNSCDL-A OWNER OPERATORS WANTED!Bring your own truck (2016 or newer) Gross $8,000–$10,000/week!Minimal Deductions. High Respect. Real Pay.Keep What You Earn — We Respect Your Hustle:Minimal Deductions – No nickel-and-diming.Transparent Pay – No hidden cuts or...


  • Chicago, United States Victoria Logistics Carrier LLC Full-time $8,000 - $14,000 Contract

    Hello, guys!We are hiring Sprinter / Cargo Van owner-operators for our company VICTORIA LOGISTICS CARRIER. We work within an independent contract agreement and offer very competitive rates. You can always negotiate the rate with our dispatchers as well.Basic Requirements:You should have your own vehicle (Sprinter / Cargo Van).Be: a US citizen, resident,...

  • OTR Owner Operator Premium

    5 hours ago


    Chicago, Illinois, United States Altom Transport Full-time

    DescriptionAltom Transport is a family-owned company built on trust, safety, and service. With over 10 strategic terminals and operations across 49 states and Canada, we specialize in the safe and efficient transport of bulk liquid chemicals and petroleum products. Our fleet of modern stainless steel and aluminum tank trailers, combined with a team-first...


  • Chicago, Illinois, United States Schneider Full-time

    Average revenue range: $165,000-$225,000OverviewChoose from a variety of load and lane options, often from dedicated rail customers, that offer consistent revenue.Haul drop-and-hook freight in shipping containers.Get $5,000 in incentives, paid out over 23 weeks (terms and conditions apply).QualificationsPossess a valid Class A Commercial Driver’s...