Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Truck Driver Owner Operator - 1yr EXP Required - OTR - Bennett Motor Express

Bennett Motor Express

CDL-A Owner Operators | Open Deck Division | Earn 74.7% of Linehaul.

CDL-A Owner Operators – Open Deck Division | Drive for yourself. Partner with a company that stands for something bigger.

At Bennett Motor Express, we don't just offer freight — we offer freedom, family, and a foundation of faith that's helped independent contractors thrive for more than 50 years. Founded by Marcia Taylor in 1974 and still family-owned and operated, Bennett is built on the belief that when we put people first, everything else follows. We proudly serve America with integrity, patriotism, and excellence — and we treat every contractor like part of our own.

We're looking for CDL-A Owner Operators who want more than just miles. If you're ready to run your business, keep more of what you earn, and partner with a company that shares your values, there's a place for you here.

Divisions Now Hiring:

  • Flatbed
  • Step Deck
  • Heavy Haul

What You'll Get:

✅ Orientation Bonus – $1,000

✅ Fast Pay – Every day can be payday

✅ Earn up to 74.7% of line haul revenue

✅ Industry-Leading Fuel Discounts – Save ~$5,000/year on average

✅ No Forced Dispatch – You choose your loads

✅ Tire & Parts Discounts

✅ Safety Bonus – Up to $3,000 annually

✅ Business Support – Accounting, load alerts & back-office help

✅ 24/7 Chaplain Support – Because your spirit matters too

✅ Pet & Rider Programs – Bring family along for the ride

✅ Virtual or In-Person Orientation – Your choice

✅ Medical Insurance Program Options

Limited availability – Apply today!

Requirements:

  • CDL A
  • 1 year of Verifiable OTR CDL A Experience

Why Contractors Choose Bennett:

  • Faith-based, family-first culture
  • You're in business for yourself, not by yourself
  • We exist to serve people, create opportunity, make a difference, and honor God in all we do
  • We believe in loyalty, safety, financial strength, and giving back to the communities we serve

At Bennett, you don't just lease on — you level up. Let's build something meaningful together.

Vacancy posted 3 hours ago
Similar jobs that could be interesting for youBased on the Truck Driver Owner Operator - 1yr EXP Required - OTR - Bennett Motor Express in Chicago, IL vacancy
  • $240k

     ...CDL A Solo/Team OTR Tractor Owner Operator. CEVA Freight LLC - Line...  ...-On Bonus for Team Drivers $3,000 Sign-On...  ...purchase: Liability, Non-Trucking, Physical Damage,...  ...hook freight Requirements ~ Tractors must...  ...gender identity or expression, sexual orientation,... 
    Suggested
    For contractors
    Relocation package

    CEVA Logistics

    Chicago, IL
    4 hours ago
  •  ...Description NOW HIRING CDL-A OTR DRIVERS MAKE MORE MONEY. GET MORE...  ...WITH RESPECT. ARTUR EXPRESS — THE TRUCKERS’ COMPANY...  ...EQUIPMENT Drive newer 2022–2026 trucks: Freightliner Volvo...  ...we take care of them. REQUIREMENTS ✔ Must Be 23+ Years Old... 
    Suggested
    Immediate start
    Flexible hours

    Artur Express Inc.

    Chicago, IL
    more than 2 months ago
  •  ...Job Description Job Description – DRIVERS WANTED — MORE PAY. MORE OPTIONS. MORE CONTROL. Tired of...  ...✅ 24/7 support that truly has your back “At Artur Express, you’re not just another truck number — you’re part of a team that drives The Truckers... 
    Suggested
    Weekly pay
    Price work
    Flexible hours

    Artur Express Inc.

    Chicago, IL
    more than 2 months ago
  • $260k - $364k

     ...Owner Operator Opportunities IMPORTANT UPDATE:...  ...jumping since 2018. DSL Express is NOW HIRING...  ...Pay: Expect OTR avg Gross 5K to 8K+...  ...crappy market. Team drivers make about 1.7...  ...who have reliable trucks! We want good...  ...Must have 2+ yrs CDL Exp. Must have Clean... 
    Suggested
    Weekly pay
    Contract work
    Immediate start
    Night shift
    Afternoon shift

    DSL Express

    Alsip, IL
    2 days ago
  • $1,000 per month

     ...Tanker CDL-A Owner Ops: Regional & OTR Routes • Paid Orientation. H - Hazardous Materials...  ...Endorsement. CDL - A Tanker Truck Drivers - Partnering with Owner Operators! Are you ready to embark...  ...every terminal location Requirements: ~1 year tractor trailer experience... 
    Suggested
    Relocation package
    Flexible hours

    ACTION RESOURCES

    Chicago, IL
    3 hours ago
  • $85k - $90k

     ...Navajo Express is a third-generation, family...  ...025, the Colorado Motor Carrier's Association...  ...You'll Do Run OTR refrigerated...  ...per year for top drivers ~ Up to $300 bonus...  ...on 2024–2026 model trucks Equipment ~...  ...contiguous 48states Requirements ~ Valid Class A... 

    Navajo Express

    Chicago, IL
    11 days ago
  • $2,500 per month

     ...Diamond Transportation Signing OTR Owner Operators . Signing: OTR Owner Operators (Accepting Independent Contractors W/ Trucks), MUST HAVE RGN, FLATBED OR STEPDECK EXPERIENCE...  ...company trucks to compete with here! Job Requirements: MUST HAVE RGN, FLATBED & STEPDECK... 
    For contractors
    Relocation package

    Diamond Transportation

    Chicago, IL
    4 hours ago
  • $69 per day

     ...Description Job Description OTR CDL-A Drivers | $69/day per diem!...  ...Coast / NYC! ~ Family Owned & Operated since 1932 ~ Experienced Dispatchers...  ...Plan with 25% Match Requirements: ~23+years of age ~2...  ...Check out these testimonials from current truck drivers!... 
    Daily paid
    Flexible hours

    W. N. Morehouse Truck Line

    Chicago, IL
    more than 2 months ago
  •  ...OTR Reefer Lease Purchase Drivers: Earn 82% Gross Line Haul & 100% FSC. Join Our Team...  ...business and becoming a truck owner all at the same time....  ...All Automatics ~ OWNER OPERATORS WELCOME! Additional Benefits...  ...Maintenance Program Requirements: Current CDL-A License... 
    For contractors

    Harpers

    Chicago, IL
    3 hours ago
  • $2,200 - $3,100 per week

     ...Requirements ~ CDL Class A ~ Minimum 1 year of verifiable OTR experience ~23 years of age or older ~...  ...Ops Managers are former drivers) ~ Full-Time, steady...  ...description Pulse Express is hiring Dry Van CDL...  ...Responsibilities: Operate dry van trailers across... 
    Full time
    Relocation package
    Flexible hours

    Pulse Express

    Chicago, IL
    1 day ago
  • $112k

     ...Now Hiring OTR Flatbed Drivers – Experienced or Ready to Learn!. Midwest OTR...  ...home on weekends? At Decker Truck Line, we're hiring OTR...  ...Freight; Tarping & Securing Required ~$0.01 CPM annual increase...  ...safety and support. With 24/7 Operations & Maintenance Support. Drivers... 
    Daily paid
    Local area
    Immediate start
    Relocation package
    Flexible hours

    Decker

    Berwyn, IL
    3 hours ago
  • $2,200 - $3,100 per week

     ...Requirements ~ CDL Class A ~ Minimum 1 year of verifiable OTR experience ~23 years of age or older ~...  ...Ops Managers are former drivers) ~ Full-Time, steady...  ...description Drive with Pulse Express, transporting dry van...  ...Responsibilities: Operate OTR routes in dry van... 
    Full time
    Relocation package
    Flexible hours

    Pulse Express

    Evanston, IL
    1 day ago
  • $112k

     ...Now Hiring OTR Flatbed Drivers – Experienced or Ready to Learn!. Midwest OTR...  ...home on weekends? At Decker Truck Line, we're hiring OTR...  ...Freight; Tarping & Securing Required ~$0.01 CPM annual increase...  ...safety and support. With 24/7 Operations & Maintenance Support. Drivers... 
    Daily paid
    Local area
    Immediate start
    Relocation package
    Flexible hours

    Decker

    Cicero, IL
    3 hours ago
  • $1,500 - $2,000 per week

     ...Class-A CDL Regional Company Driver. H - Hazardous Materials Endorsement. N - Tanker Vehicles...  ...event recorder + Collision Avoidance Truck Speeds – 68 mph on the pedal, 68 mph on...  ...1 Year of verifiable tanker experience required in the past 10 years ~ Have or Be Willing... 
    Temporary work
    Relocation package
    Flexible hours

    Quality Carriers

    Chicago, IL
    3 hours ago
  • $1,900 - $2,400 per week

     ...Experienced Class A CDL Solo OTR Truck Drivers Wanted Our routes often begin or conclude in...  ...depends on your effort. What Makes DSL Express Different: ~ We are a well-...  ...Job Description: Class A CDL required (additional endorsements a plus). Minimum... 
    Full time
    Seasonal work
    Live in
    Local area
    Flexible hours

    DSL Express

    Chicago, IL
    3 days ago
  • $1,800 per week

     ...Carriers is a company operating the Largest Liquid Bulk Chemical Truck Fleet in North...  ...and guidance to our drivers through a network of...  ...Route, & Schedule OTR: Out 2-3 Weeks,...  ...speeding tickets in any motor vehicle at or above...  ...functions required by the driver’s job... 
    Hourly pay
    Weekly pay
    Temporary work
    Live in
    Relocation
    Flexible hours

    Quality Carriers (search conducted by Drive My Way)

    Chicago, IL
    more than 2 months ago
  • $240k

     ...Specialty Products is hiring  CDL-A Owner Operator Truck Drivers to haul specialty products nationwide...  ...earning potential, consistent freight, and OTR runs, this is the opportunity for you...  ...earning potential. Driver Requirements: ~ CDL-A ~12 months recent, verifiable... 

    Kenan Advantage Group

    Chicago, IL
    3 days ago
  • $7,000 - $9,000 per week

     ...Job Description Job Requirements: 23 years or olderSolid...  ...ExperienceClean Motor Vehicle Record (MVR)...  ...Job Description: OTR DRIVERS $1,890.00 PER WEEK63...  ...sManual and Automatic trucks spec'd out for driver...  ...Description of Benefits: Owner Operators and Company drivers eligible... 
    Weekend work

    Meiborg Bros Inc

    Chicago, IL
    12 days ago
  • $1,400 per week

     ...CDL-A OTR Driver Jobs | PAM Transport PAM Transport is hiring CDL-A OTR Drivers for our Over-the-Road fleet. We offer Company Driver opportunities with consistent miles, newer equipment, and strong support to keep you moving. Our OTR drivers average 2,500-3,000 miles... 
    Weekly pay
    Work at office

    PAM Transport

    Hometown, IL
    4 hours ago
  • $55 - $65 per hour

     ...OTR Company Driver - Dry Van TraLo is looking for experienced Class A CDL drivers to join...  ...our growing team! As a family-owned and operated company, we take pride in treating our...  ...fits your lifestyle. Minimum Requirements: - Class A CDL with 2+ years of experience... 
    Local area

    TraLo

    Robbins, IL
    3 hours ago
  • $1,270 - $1,550 per week

     ...CDL-A - Dedicated Reefer nighttime truck driver - Taylor Farms. Dedicated Reefer nighttime...  ...(CDL). Drivers on this account are required to drive at night. Live within 75...  ..., national origin, sex, gender, gender expression, age, religion, sexual orientation, ability... 
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Relocation package
    Night shift

    Schneider

    Chicago, IL
    3 hours ago
  • KAG Specialty Products is hiring OTR CDL‑A Drivers who want to stay out, run hard, and earn BIG.If you're willing to stay “in system” for...  ...months recent tractor‑trailer experience ~ TWIC + Hazmat required ~ Passport optional but a plus ~ Must be willing to stay... 

    Kenan Advantage Group

    Chicago, IL
    10 days ago
  • $1,750 - $2,000 per week

     ...make a meaningful impact in the trucking industry? Bison USA is seeking experienced CDL-A drivers to join our team as In-Cab...  ...training is preferred but not required—your passion for safety and teaching...  ...~ Maintain acceptable safety, operations, shop, and training... 
    Traineeship
    Relocation package
    Flexible hours

    Bison Transport Inc.

    Chicago, IL
    a month ago
  • $80k

     ...Sign-On Bonus Select Markets - 99% No-Touch Freight Local, Regional, and OTR Routes Available! More home time means more family time at Dart. We're hiring Local, Regional, and OTR CDL-A drivers with routes designed to fit your lifestyle. Dart was built by truckers... 
    Local area
    Relocation package
    Shift work

    DART Transit

    Oak Lawn, IL
    11 days ago
  • $88.6k

     ...Job Description Job Description The Way Ahead starts with you. We know trucking is a tough job. At Hub Group, we want to give drivers the opportunity and resources to succeed on the road. Our goal is to provide more balance in your life — that’s why our wages for... 
    Local area
    Flexible hours
    Day shift
    3 days per week

    Hub Group

    Chicago, IL
    more than 2 months ago
  •  ...Position Description: As a Driver Manager supporting our...  ...of connection for our OTR drivers, coordinating...  ...bring more than operational knowledgethey bring credibility...  ..., and customer requirements. Conduct regular performance...  ..., gender identity or expression, national origin,... 
    Local area
    Afternoon shift

    CDN Logistics

    Berkeley, IL
    1 day ago
  • $110k

     ...Join as an Over-The-Road Driver. Haul a mix of Full Truckload and Multi-Stop loads between...  ...cents additional paid on all loads that require Placards. ~ Multi stop with Stop pay...  ...More responsibility deserves more pay. OTR Regional Drivers Welcome to Apply Now →... 
    Weekly pay
    Relocation package
    Flexible hours

    Pinnacle Freight

    Chicago, IL
    11 days ago
  • $2,400 per month

     ...strategic terminals and operations across 49 states and...  ...Safely operate tanker trucks transporting bulk liquid...  ...interactions  Requirements Altom Transport has...  ...while providing all our drivers and employees with the...  ...drivers, customers and motoring public before all... 
    For contractors
    Flexible hours

    Altom Transport, Inc

    Chicago, IL
    4 days ago
  • $1,500 per week

     ...alive and well at Arka Express where your hard work and...  ...our CDL-A regional truck driving opportunities with...  ...helping professional truck drivers earn industry leading...  .... Our leadership and operations teams include many former...  ...in over-the-road (OTR) operations to be eligible... 
    Hourly pay
    Weekend work

    Arka Express

    Chicago, IL
    12 days ago
  • $1,175 - $1,440 per week

     ...CDL-A - New pay increase - Dedicated truck driver - Georgia Pacific. New pay increase - Dedicated truck driver - Georgia Pacific...  ...thought, race, ethnicity, national origin, sex, gender, gender expression, age, religion, sexual orientation, ability, medical condition... 
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Relocation package

    Schneider

    Chicago, IL
    3 hours ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Truck Driver Owner Operator - 1yr EXP Required - OTR - Bennett Motor Express. Be the first to apply!