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Owner Operator Jobs in Gary, IN (NOW HIRING)

Logix Transportation

CDL A Owner Operator

Gary, IN

$234K - $286K/yr

Owner Operators... Pay yourself FIRST with lightweight freight! Logix isn't your typical hauler. The freight we carry includes some of the most sensitive and valuable equipment this nation produces.

Arsen Trucking

26ft Box Truck Owner-Operator

Chicago, IL · Remote

$4.0K - $7.5K/wk

26ft Box Truck Owner-Operator - OTR - 100% Load Rate - Weekly Pay. Arsen Trucking LLC is actively onboarding dependable independent contractor owner-operators for reliable Over-The-Road (OTR) freight ...

STG Logistics

CDL A - Owner Operator

Chicago, IL · On-site

Chicago Owner-Operators Needed for Intermodal & Drayage Freight $2,000 Sign On Bonus! Text APPLY to (860) 300-2110 to get your quick app started! STG Drayage is growing its intermodal and drayage ...

STG Logistics

CDL A - Owner Operator

Mccook, IL · On-site

Chicago Owner-Operators Needed for Intermodal & Drayage Freight $2,000 Sign On Bonus! Text APPLY to (860) 300-2110 to get your quick app started! STG Drayage is growing its intermodal and drayage ...

Arsen Trucking

26ft Box Truck Owner-Operator

Chicago, IL · Remote

$5.0K - $9.0K/wk

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 ...

Arsen Trucking

26ft Box Truck Owner-Operator

Chicago, IL · Remote

$4.0K - $7.0K/wk

Arsen Trucking LLC is onboarding reliable 26ft Box Truck Owner-Operators to run consistent OTR freight across all 48 states. This is a true independent contractor opportunity with strong weekly ...

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Showing results 21-40

All JobsOwner Operator JobsOwner Operator Jobs in Gary, IN

Owner Operator information

See Gary, IN salary details

$644

$4.4K

$7.7K

How much do owner operator jobs pay per week?

As of Aug 8, 2026, the average weekly pay for owner operator in Gary, IN is $4,400.65, according to ZipRecruiter salary data. Most workers in this role earn between $2,405.77 and $6,546.15 per week, depending on experience, location, and employer.

What does an owner operator do?

The term Owner-Operator refers to a trucking professional who owns their truck and drives it as an independent contractor. Many companies hire independent operators to haul goods for them. Using contractors allows construction companies to keep pace with the rise and fall of demand for their products without the overhead cost of maintaining a fleet of vehicles that may be insufficient in one season and excessive in another. Owner-Operators need to hold a Commercial Driver's License (CDL) in the class that allows them to drive their vehicle and have sufficient training in operating and maintaining the machine. They can choose their own schedule and pick which jobs to take.

What are the key skills and qualifications needed to thrive as an owner operator, and why are they important?

To thrive as an Owner Operator, you need a valid commercial driver's license (CDL), strong knowledge of transportation regulations, and experience in truck driving and logistics. Familiarity with fleet management software, GPS navigation systems, and compliance tools like electronic logging devices (ELDs) is essential. Excellent time management, business acumen, and customer service skills help set top performers apart in this role. These skills and qualities are crucial for ensuring safe, efficient operations and building a successful, profitable transportation business.

Are owner operators making money?

Owner operators can make a profit depending on factors such as freight rates, operating costs, and efficiency. Successful owner operators typically manage expenses like fuel, maintenance, and insurance while securing consistent loads and maintaining good driving records. Earnings vary widely based on experience, routes, and market conditions.

What is an owner operator?

Owner operators are independent truck drivers or small business owners who own and operate their own commercial vehicles. They either lease their services to larger freight carriers or contract directly with clients to transport goods. Unlike company drivers, owner operators are responsible for managing their own business expenses, such as fuel, maintenance, insurance, and taxes. This role offers more autonomy and the potential for higher earnings, but it also comes with greater financial risk and responsibility.

What is the difference between Owner Operator vs Truck Driver?

AspectOwner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL), business registrationCDL, basic driving license
Work EnvironmentOwn truck, self-managed scheduleCompany-owned trucks, set schedules
EmployerSelf-employed or independent contractorEmployers or carriers
Work FlexibilityHigh, controls own routes and hoursLimited, dictated by employer

Owner Operators own and operate their trucks, managing their own schedules and business. Truck Drivers typically work for a company, following set routes and schedules. The main difference lies in independence and business ownership, with Owner Operators having more control but also more responsibilities.

What are common challenges owner operators face when managing their own trucking business?

Owner Operators often encounter challenges such as maintaining cash flow, managing fluctuating fuel costs, and ensuring their vehicles are properly maintained to avoid unexpected downtime. Balancing administrative tasks—like scheduling, invoicing, and compliance—with time on the road can also be demanding. Building relationships with reliable clients or brokers and navigating complex regulations are crucial for long-term success. Staying organized and proactive in handling these responsibilities helps Owner Operators thrive in a competitive industry.
More about Owner Operator jobs
What are the most commonly searched types of Owner Operator jobs in Gary, IN? The most popular types of Owner Operator jobs in Gary, IN are:
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What cities near Gary, IN are hiring for Owner Operator jobs? Cities near Gary, IN with the most Owner Operator job openings:
Owner Operator jobs near you
Infographic showing various Owner Operator job openings in Gary, IN as of August 2026, with employment types broken down into 68% Full Time, 19% Part Time, and 13% Contract. Highlights an 100% In-person job distribution, with an average salary of $228,834 per year, or $110 per hour.

Independent Contractor - Sprinter Van Owner-Operator

General Logistics Carrier LLC

Chicago, IL • On-site

$8.0K - $14K/mo

Full-time

Re-posted 6 days ago

Job description

General Logistics Carrier LLC is currently seeking reliable Owner-Operators with Sprinter Vans and Cargo Vans for consistent nationwide freight opportunities.
Job Type: Contract / Full-Time.
Location: United States.
What We Offer:
  • Consistent freight opportunities across the US.
  • No forced dispatch.
  • 24/7 dispatch support.
  • Fast and professional communication.
  • Flexible schedule.
  • Quick onboarding process.

Requirements:
  • Own Sprinter Van or Cargo Van (no rental or leased vehicles).
  • Vehicle year 2013 or newer.
  • Minimum 6 months of driving experience.
  • Active COI:
    • Auto Liability: $1,000,000.
    • Cargo Coverage: $100,000.
  • Basic English communication skills.
  • Valid US work authorization.

Vehicle Requirements:
  • Minimum 4 straps and PPE required.
  • All decals must be removed.

Minimum Cargo Space Dimensions:
  • Length: 100 inches.
  • Width: 48 inches.
  • Height: 53 inches.

General Logistics Carrier LLC works with independent owner-operators who are looking for steady freight and long-term cooperation.
For more information, please contact Nora:
(727) 214-5028