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Driver Owner Operator Run Midwest Jobs (NOW HIRING)

Beyondfreightinc

Owner Operator

Menomonee Falls, WI

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Buffalo, NY

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Clearwater, FL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Seminole, TX

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Winter Haven, FL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Lakewood, CO

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Glendale, CO

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Seffner, FL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Elmhurst, IL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Norfolk, VA

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Melbourne, FL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Lafayette, LA

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Maple Grove, MN

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Lakeland, FL · On-site

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Palatine, IL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Pensacola, FL · On-site

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Hollywood, FL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Katy, TX

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Scranton, PA

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

Beyondfreightinc

Owner Operator

Richmond, VA

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 Independent Contractor (Remote) Experienced Owner Operators wanted! Run as a 1099 Independent Contractor ...

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Showing results 1-20

All JobsDriver Owner Operator Run Midwest Jobs

Driver Owner Operator Run Midwest information

See salary details

$471

$2.8K

$7K

How much do driver owner operator run midwest jobs pay per week?

As of Jun 8, 2026, the average weekly pay for driver owner operator run midwest in the United States is $2,818.02, according to ZipRecruiter salary data. Most workers in this role earn between $1,259.62 and $4,125.00 per week, depending on experience, location, and employer.

What are the main challenges Driver Owner Operators face when running routes in the Midwest region?

Driver Owner Operators running Midwest routes often encounter challenges such as navigating unpredictable weather conditions, managing tight delivery schedules, and maintaining their vehicles for long-haul reliability. The region's mix of urban and rural routes may require adaptability in handling both congested city traffic and long stretches of remote highways. Additionally, Owner Operators must balance the business side of their operations, including fuel management, compliance with regulations, and securing consistent loads to maximize profitability.

What are the key skills and qualifications needed to thrive as a Driver Owner Operator running in the Midwest, and why are they important?

To thrive as a Driver Owner Operator in the Midwest, you need a valid CDL, a clean driving record, business acumen, and experience in long-haul or regional trucking. Familiarity with electronic logging devices (ELDs), freight management software, and basic truck maintenance is essential, along with proper insurance and necessary permits. Strong organizational skills, self-motivation, and effective communication with dispatchers and clients help set top performers apart. These skills and qualities are critical for ensuring safe, efficient deliveries and running a profitable, compliant trucking business.

What are Driver Owner Operators who run the Midwest?

Driver Owner Operators who run the Midwest are independent truck drivers who own or lease their own commercial vehicles and contract with freight companies to transport goods primarily within the Midwestern United States. They are responsible for managing their own business operations, including vehicle maintenance, scheduling, and compliance with regulations. Running the Midwest typically involves routes between states like Illinois, Indiana, Ohio, Michigan, Wisconsin, and surrounding areas. These drivers often enjoy greater flexibility and earning potential but also take on more responsibility and business-related expenses.

What is the difference between Driver Owner Operator Run Midwest vs Driver Company Driver Midwest?

AspectDriver Owner Operator Run MidwestDriver Company Driver Midwest
CredentialsCommercial Driver's License (CDL), vehicle insuranceCDL, often company-specific training
Work EnvironmentIndependent, self-managed routes, own truckEmployed by a company, driven company-owned trucks
Employer & Industry UsageIndependent contractors, freight, logisticsCarrier companies, freight, logistics
Search & Comparison IntentRunning own business, route flexibilitySteady employment, company policies

The main difference between Driver Owner Operator Run Midwest and Driver Company Driver Midwest lies in independence and equipment ownership. Owner operators run their own trucks and manage their routes, offering more flexibility but also more responsibility. Company drivers operate company-owned trucks with less administrative burden, focusing on following company policies. Both roles require a CDL and are integral to the freight industry, but they differ significantly in work setup and business management.

Infographic showing various Driver Owner Operator Run Midwest job openings in the United States as of May 2026, with employment types broken down into 67% Full Time, and 33% Contract. Highlights an 100% In-person job distribution, with an average salary of $146,537 per year, or $70.5 per hour.

Owner Operator

Beyondfreightinc

Menomonee Falls, WI

$8K - $12K/wk

Full-time, Contractor

Posted 10 days ago

Job description

GOLD STANDARD TRANSPORT Tinley Park, IL

Owner Operator CDL A Truck Driver – Dry Van – 1099 Independent Contractor (Remote)

Experienced Owner Operators wanted! Run as a 1099 Independent Contractor with high earnings, no forced dispatch, and freedom across all 48 states.
Recruiting Department contact:
630-998-8588
464-249-0494

Earnings Potential:
  • Average weekly paycheck: $8,000 – $12,000
  • $2.20 – $2.50 per mile gross
  • Keep 88% of the gross
  • Dry van average ≈ $2.30/mile | Reefer loads higher (≈ $3.00/mile) – reefers welcome
What We Offer:
  • Fuel discounts $0.35/gallon + Pilot/Flying J cards
  • Weekly paychecks
  • 24/7 dispatch & ELD support
  • 20+ load boards + no black-listed brokers
  • Experienced dispatch team (9+ years)
  • After-hours 24/7 support
  • Rate confirmations sent directly to you
  • We pay for your fuel to Chicago, IL if you rent a trailer from us
Equipment & Costs:
  • Trailer rental: $250/week (includes physical damage insurance)
  • Cargo & liability insurance: $300/week (dry van) / $350/week (reefer)
  • ELD support: $65/week
  • Optional occupational insurance: $150/month
  • Escrow (no own trailer): $1,500
Safety Bonuses:
  • Clean Level 3: $250
  • Clean Level 2: $500
  • Clean Level 1: $750
Requirements:
  • Valid CDL Class A license
  • Own tractor in good condition
  • Minimum 2 years OTR experience preferred
  • Clean/acceptable MVR & background
  • Willing to work as 1099 Independent Contractor

If you're a professional Owner Operator looking for strong pay and real freedom, apply now!

Job Type: Full-time / Independent Contractor (1099)
Work Location: Remote (OTR – All 48 States)