owner operator driver jobs in Chicago

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


  • 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, 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 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, illinois, United States Tennessee Steel Haulers Full-time

    Contracting CDL-A Owner Operators RUN YOUR BUSINESS. KEEP MORE OF IT. Earn 75% of linehaul 100% FSC REAL FREIGHT. REAL FREEDOM. No forced dispatch, book the loads you want STRONG WEEKS. SOLID HOME TIME. Home weekly in most areas Why Drive for Tennessee Steel Haulers? Tennessee Steel Haulers is built by owner operators, for owner operators. We...


  • Chicago, IL, United States MCG Tran Full-time $131,000 - $160,000

    MCG Tran is seeking a Chicago-based Intermodal local IC driver to move containers between rail ramps and customers for loading and unloading. The role primarily serves a 150-mile radius around Chicago, including Wisconsin and Indiana, with home daily essential to the schedule.Drivers may operate sleeper or day cabs and create their own schedules as...


  • Chicago, IL, United States DSTM Full-time

    A logistics company based in Chicago is urgently hiring owner operators and drivers to run local, regional, and over-the-road deliveries. Ideal candidates will have their own cargo vans or trucks and must be at least 21 years old. The job offers weekly payouts, detention pay, and plenty of miles, allowing for flexible hours and earning potential based on...


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

    Schneider National, Inc. is seeking an owner-operator driver to leverage Schneider’s private load board, FreightPower, offering 4,000–5,000 loads daily and flexible home time. Drivers haul 90% drop-and-hook freight in dry van trailers and can choose home time frequency.Incentives include a $7,500 per-person sign-on bonus paid over 23 weeks, plus access...


  • chicago, illinois, United States Forward Air, Inc. 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, IL, United States Anderson Trucking LLC Full-time

    Enjoy outstanding support & steady dry van freight as an owner operator truck driver with ATSAnderson Trucking Service (ATS) specializes in helping people succeed, and that includes you! Our CDL-A Owner Operator dry van OTR runs put you on the path to hauling steady, profitable dry van freight on the lanes that work best for you! Owner Operator Advantages...


  • CHICAGO, Illinois, United States CRST Full-time

    CRST Specialized Solutions is looking for independent contractor teams (Owner Operators) to haul specialty freight across the country. As a Specialized contractor, you choose your home time, loads, and schedule. Run your truck and enjoy the profits of your own hard work. The Specialized fleet has under...


  • Chicago, IL, United States Anderson Trucking Service Full-time

    Enjoy outstanding support & steady dry van freight as an owner operator truck driver with ATSAnderson Trucking Service (ATS) specializes in helping people succeed, and that includes you! Our CDL-A Owner Operator dry van OTR runs put you on the path to hauling steady, profitable dry van freight on the lanes that work best for you!Owner Operator AdvantagesEarn...


  • Chicago, IL, United States MCG Tran Full-time $131,000 - $160,000

    - The Chicago Intermodal local IC driver position is based out of the Chicago terminal- Daily duties: moving containers between the various rail ramps located throughout Chicago to customers for loading and/or unloading- This position primarily services a 150-mile radius of Chicago, including WI and IN cities- Base plates, permits, tolls are paid by owner...


  • Chicago, Illinois, United States Hiring Drivers Now Full-time

    Please ensure you read the below overview and requirements for this employment opportunity completely.Owner Operator CDL-A Truck Driving Jobs - Hiring Now!Apply today and within 24 hours you'll receive multiple job offers. Earn $200,000-$325,000+ and up per year based on position.Simply select the driving job that offers you what is most important.Higher...


  • Chicago, IL, United States MCG Tran Full-time $131,000 - $160,000

    - The Chicago Intermodal local IC driver position is based out of the Chicago terminal- Daily duties: moving containers between the various rail ramps located throughout Chicago to customers for loading and/or unloading- This position primarily services a 150-mile radius of Chicago, including WI and IN cities- Base plates, permits, tolls are paid by owner...

  • Cdl-a Truck Driver

    12 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, IL, United States Drive 4 ATS Full-time

    Enjoy outstanding support & steady dry van freight as an owner operator truck driver with ATSAnderson Trucking Service (ATS) specializes in helping people succeed, and that includes you! Our CDL-A Owner Operator dry van OTR runs put you on the path to hauling steady, profitable dry van freight on the lanes that work best for you! Owner Operator Advantages ...


  • 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...


  • 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...

  • 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)...


  • chicago, il, United States Forward Air Full-time

    Partnering CDL-A Owner OperatorsBIG MILES. BIGGER OPPORTUNITY.Top Teams earn up to $650,000 gross per year*PAY THAT ADDS UP.Solo Owner Operators: Up to $1.31 per loaded mile*START STRONG. EARN MORE.$5,000 Solo Sign-On Bonus (paid out within a year).* $10,000 Team Sign-On Bonus (paid out within a year).*Why Drive for Forward Air? At Forward Air, Owner...