Midwest Class A CDL Owner Operators

3 days ago


Chicago, Illinois, United States Legion Logistics Driver Service Full time $8,000 - $15,000 per year

CDL-A Owner Operators – Regional & OTR | Runs Built Around Your Home Time & Family Needs

If you're looking for miles and money without losing touch with home, this is the kind of partnership that lets you run the way you want. Whether you prefer East Coast, West Coast, or home weekly, we work with you — not against you.

What We Offer

90% of gross first week, 88% weekly after

Average gross: $8,500–$15,000+ OTR

Home-weekly

options $6,000–$8,000

No escrow, no hidden deductions

Same-day pay with BOL in before 12 PM

Fuel discounts + plates provided

$400 inspection bonus | $500 referral bonus

Yards in Gary, IN & Tampa, FL

24/7 dispatch & safety support — real people, real help

5:1 dispatcher ratio → You're never just a truck number

Dispatch-only option for operators with their own MC (1–3%)

What You'll Run

Dry Van | Reefer | Flatbed | Step-deck | Hotshot

Pre-planned, pre-booked loads to reduce downtime.

No forced lanes — your miles, your rhythm.

Who We're Looking For

  • CDL-A Owner Operators
  • 2015 or newer truck
  • Reliable, safe, and communication-oriented drivers
  • Trailer only required for Amazon work

Family Comes First Here

Your truck feeds your household — so your time, health, and family matter.

We plan loads with respect, honesty, and flexibility. You tell us how you like to run, and we build lanes around it.

If you're looking for a true partnership — not just another carrier taking a percentage — you'll fit right in.

Job Type: Contract

Pay: $8, $15,000.00 per week

Benefits:

  • Employee assistance program
  • Fuel card
  • Lease purchase program
  • Paid toll fees
  • Referral program
  • Safety equipment provided

Experience:

  • Truck driving: 1 year (Required)

Work Location: On the road



  • Chicago, Illinois, United States TETRO Full time $46,000 - $60,000 per year

    Job Description:Owner Operator Advantages Top drivers make $3,500+/week Weekly settlements$6,000 sign-on bonus ($2,000 at 30 days and remaining $4,000 at 90 days)* *Application must be completed by 5/23/25*$5,000 referral program ($2,500 when driver starts, and $2,500 at 30 days)Home every nightWhat Makes Tetro Different? We're Not Just Improving, We're...

  • CDL Driver Class A

    1 day ago


    Chicago, Illinois, United States Lion Freight Systems Inc Full time $76,000 - $123,000 per year

    CDL A truck driver neededDry van 0.60c/mile - $1800-$2300 weekly Reefer 0.65c/mile - $1950-$2500 weeklyJob Details:Both Empty and loaded miles paid miles weeklyPay period: Monday - Monday. All of the money made in those 7 days paid out on Friday 1099 position - direct deposit on Fridays.Chicago based company - drug test and flight paid for by the company to...


  • Chicago, Illinois, United States Cooperidge Consulting Firm Full time $65,400 - $1,120,800 per year

    Join a top-paying regional dry van fleet hauling 100% no-touch freight across the Northeast and Midwest. Enjoy steady miles, consistent pay, and weekly home timeAverage Weekly Pay: $2,500–$3,000Home Time Flexible: OTR, Regional & Local routes availableFreight: Dry van, 100% No-touch, Mostly drop & hookCoverage Area: All of USReliable freight. Great pay....


  • Chicago, Illinois, United States No Days Off Freight Inc. Full time $208,000 - $520,000 per year

    We are seeking experienced 53ft Dry Van Owner Operators to join our fleet. If you own your equipment and want consistent freight with no downtime, this is the perfect opportunity. With our No Days Off Freight Dispatch, you'll always have a load ready to keep your wheels turning and your income growing.RequirementsValid Class A CDLMinimum 6 months of...


  • Chicago, Illinois, United States Cherry B Transport LLC Full time $40,000 - $60,000 per year

    SOB $1,000OverviewWe are seeking a skilled and dedicated Truck Driver to join our team. The ideal candidate will have at least 3 months of verifiable experience of tractor trailer truck driving with a 53' trailer. This role requires a commitment to safety, efficiency, and professionalism while delivering freight to our customers.Dedicated Regional MiIDWEST...


  • Chicago, Illinois, United States Our Presence Agency Full time $60,000 - $104,000 per year

    *About Our Company:*Welcome to Quality Wheels, Inc. We are rated as one of the top 10 trucking companies of 2024 by providing a true team environment that truck drivers can rely on to grow their career. We are hiring company truck drivers who are looking for an honest company that has steady freight and pays on time. You can learn more about our CDL-A OTR...


  • Chicago, Illinois, United States Road Knights, Inc Full time $65,000 - $85,000 per year

    Call or What We Offer:Reefer: 65 CPM + 5 CPM Performance BonusFlatbed & Conestoga: 70 CPM + 5 CPM Performance BonusAround 3,000 miles weeklyMost routes run Midwest, South, and East — no West CoastAll Miles Paid – Loaded or emptyLayover & Detention PayPet Policy FriendlyPrePass & BestPass providedFuel Card includedBonuses: Safety & referral bonuses...


  • Chicago, Illinois, United States Tierra Environmental Services, Inc. Full time $60,000 - $80,000 per year

    Hiring ImmediatelyTierra Environmental Services, Inc., located in East Chicago, IN. is now hiring.  We are a Midwest leader in vacuum truck services and are looking for hard-working, reliable Class B CDL Drivers. Start time varies. Overtime available.We are located at 3821 Indianapolis Blvd, East Chicago, INApplications are available from 9 to 4,...


  • Chicago, Illinois, United States AeroTruck Solutions Full time $56,000 - $572,000 per year

    BECOME AN OWNER OPERATOR – EVEN WITHOUT A TRUCK Company: DIJ TRANSCO LTDWant to be your own boss but don't have a truck yet? We have a perfect solution for you Our Lease Program allows you to drive a brand-new 2024–2026 Freightliner or Volvo with no repair or maintenance expenses, while still making full owner-operator pay. What We Offer:82% from the...


  • Chicago, Illinois, United States Related Full time $100,000 - $120,000 per year

    Responsibilities:Related Midwest is seeking a Senior Accountant to work in the development accounting area of the Chicago office. The individual will be responsible for all accounting activities associated with the projects assigned. Specific duties include mentoring junior personnel, general accounting, internal management reporting, ledger reconciliations,...