owner operator jobs in Chicago

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10,000 owner operator job listings in United States. Find daily updated positions from leading job boards.

  • Owner Operators

    2 days ago


    chicago, il, United States Turquoise Trucking Full-time

    OWNER OPERATORS - EARN UP TO 90% OF GROSS!Drive Under Our Authority & Maximize Your EarningsWhat We Offer:Average Weekly Gross: $7500 Earn 85% - 90% of Gross Average $3.76 per mile (Solo, No-Touch Dry Van) 100% No-Touch Freight - Dry Van Preferred: 2 Weeks Out Option B: Flat 80% With No Weekly Deductions (Includes trailer, insurance, plates, ELD, and more)...

  • Owner Operators

    2 days ago


    chicago ridge, il, United States Turquoise Trucking Full-time

    OWNER OPERATORS - EARN UP TO 90% OF GROSS!Drive Under Our Authority & Maximize Your EarningsWhat We Offer:Average Weekly Gross: $7500Earn 85% - 90% of GrossAverage $3.76 per mile (Solo, No-Touch Dry Van)100% No-Touch Freight - Dry VanPreferred: 2 Weeks OutOption B: Flat 80% With No Weekly Deductions(Includes trailer, insurance, plates, ELD, and more)Perks &...


  • chicago, illinois, United States Quality Carriers Full-time

    Compensation and Incentives: Average $4,000-$5,000 gross/week Average annual salary $250,000.00  $6000 Sign on bonus  $3,000 driver referral bonus - NO LIMITS   Run Details:  Multi-lane position with a mix of: Regional in the Midwest Dedicated Flexible home time — multiple times per week or weekly reset Up to a 6-day work week to maximize your...

  • License Owner

    5 hours ago


    Chicago, Illinois, United States Stranger Soccer Full-time

    Build the Future of Football in Chicago What if your passion for football could become something you lead, grow, and make your own? Stranger Soccer is expanding into new cities around the world and is looking for a License Owner / Operator to bring the Stranger Soccer experience to Chicago. This isn't a traditional management position. It's an opportunity...


  • 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, il, United States Forward Air Full-time

    Partnering CDL-A Owner OperatorsMORE MILES. MORE OPPORTUNITY.Average 2,000 to 2,500 miles weekly.LESS WEIGHT. MORE MONEY.99% no-touch, drop and hook freight.TOP PAY. TOP MILES.Earn up to $250,000 gross per year*Why Drive for Forward Air? At Forward Air, Owner Operators aren't just drivers, they're business partners. Forward is built around helping Owner...


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

    Job Description Job Requirements: - At least 23 years of age - 2 years verifiable Class A CDL tractor-trailer experience, including 6 months with the trailer type being hauled - Current DOT physical - Not prohibited in the FMCSA Drug & Alcohol Clearinghouse - No more than 100 CSA points - Tractor model year 2000 or newer - Must meet ARL Transport's IBE...


  • East Chicago, IN, United States Forward Full-time

    Partnering with CDL-A Intermodal Owner-Operators in Cudahy, WI, and Chicago, IL - Estimated Yearly Earnings: $130k - $156k / Year Looking for an intermodal career with great weekly pay, a dependable schedule, and less hassle? Forward is partnering with Class A CDL Owner-Operators in the Cudahy, WI area to run local and regional intermodal routes between...

  • Cdl-a Truck Driver

    14 hours ago


    chicago, illinois, United States Kenan Advantage Group Full-time

    KAG Specialty Products is hiring CDL-A Owner Operator Truck Drivers to haul specialty products nationwide. If you’re looking for high earning potential, consistent freight, and OTR runs, this is the opportunity for you. OTR Owner Operators – Big Miles. Big Money. Real Support. | $240,000/year Text APPLY to to get your quick app started! Why Owner...


  • Chicago, United States Arsen Trucking Salary Full-time $5,000 - $8,000 Contract

    Arsen Trucking LLC is onboarding reliable 26ft Box Truck Owner-Operators to haul consistent OTR freight across the United States. This is an independent contractor opportunity with weekly pay, full dispatch support, and no forced dispatch.What We Offer:100% of the load rate — you keep everything.Average gross: $5,000–$9,000 per week.Weekly payouts (every...


  • Chicago, IL, United States Schneider National, Inc. Full-time

    Average revenue range: $420,000-$460,000OverviewHave access to 4,000-5,000 loads every day on Schneider's private load board, FreightPower. (https://schneiderowneroperators.com/load-board)Pick from a wide variety of loads, including contract, spot, dedicated account and team-friendly freight.Haul 90% drop-and-hook freight in dry van trailers.Decide how often...


  • Chicago, IL, United States Infinity Freight System Inc Full-time

    Now hiring experienced Owner-Operators with their own trucks for OTR reefer freight. Based in Chicago, our company provides consistent loads across all 48 states, backed by an experienced dispatch team. Position Details: 88% of weekly gross revenue. $10,000–$14,000 weekly gross. OTR reefer. All 48 states. No forced dispatch. Company...


  • Chicago, IL, United States Pure Freight Lines, Ltd. Full-time

    Pure Freight Lines is Looking Experienced Class A CDL Solo OWNER OPERATORS. DEDICATED RUNS. Bring your own truck (2016 or newer) Gross $8,000–$10,000/week! ***$2,000 Sign-On bonus & $500 transitional bonus Must come to work by November 30th to get bonuses. Keep What You Earn — We Respect Your Hustle: Minimal Deductions – No...


  • chicago, il, United States Schneider Full-time

    Job Description\nAverage revenue range: $217,000-$230,000Overview\n\n Choose from a huge variety of tanker loads on Schneider’s private load board, FreightPower.\n Haul tanker trailers and load/unload bulk freight.\n Decide how often and when you get home.\n Get $10,000 in incentives, paid out over 23 weeks (terms and conditions apply).\nQualifications\n\n...


  • Chicago, IL, United States Lostroqueros Full-time

    Hudd Transportation is looking for experienced independent contractors and small fleet owners for steady rail freight out of the Chicago/Elwood market. Run 20–30 moves per week with home-daily lanes, pre-dispatched freight, and a mix of local and regional opportunities. NEW performance incentives are here for Independent Contractors! Ask a recruiter for...

  • CDL-A Owner Operators

    13 hours ago


    chicago, il, United States HUDD Transportation Full-time

    Job DescriptionJob DescriptionChicago / Elwood, IL | Home Daily | Local & Regional Rail Freight$156K–$312K+ Annual Earning Potential    HUDD Transportation is looking for experienced CDL-A owner operators/small fleet owners for steady rail freight out of the Chicago/Elwood market. Run 20–30 moves per week with home-daily lanes, pre-dispatched...


  • Chicago, IL, United States MML Alliance Full-time

    OTR Box Truck Owner-Operator – $8,000+ Weekly Gross PotentialWe are looking for experienced Box Truck Owner-Operators for consistent OTR opportunities.Run under your own MC authority or lease on under our authority.New MC authorities are welcome.CompensationSolo operators: $8,000+ typical weekly grossQuick Pay available after every completed deliverySafety...


  • Chicago, IL, United States CDL Training Guide Full-time

    Independent Contractors and Small Fleet Owners can expect: $156K–$312K+ Annual Earning Potential Typically 3–5 moves per day Home daily lanes All empty and loaded miles paid Pre-dispatched freight 80% drop-and-hook freight Detention pay available Weekend work available 7-day office support Requirements: Valid Class A CDL Own tractor and active...


  • Chicago Ridge, IL, Cook County, IL; Illinois, United States Heniff Transportation Full-time $850 Temporary

    Owner Operators for Liquid Bulk Chemical Hauling OWNER OPERATOR COMPENSATION $10,000 sign-on bonus for owner-operators with a 2016 or newer truck equipped with pump and air Standard owner-operator sign-on bonus is $3,000 68% Pump AND Air Equipped 67% Pump OR Air Equipped 65% Not Pump or Air Equipped *Contractors with no equipment are only approved on a...

  • Sprinter Van

    2 days ago


    chicago, illinois, United States Empire National Mexico Full-time

    Owner-Operator Opportunities At Empire National, we treat our owner-operators with the highest respect and dignity, just like part of the family. Our fully staffed office works every day to support you in every possible way. We are strongly customer-oriented and expect our owner-operators to share that same vision. In return, we guarantee steady work and...