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Container Owner Operator Jobs in Chicago, IL (NOW HIRING)

TRANSOURCE LOGISTICS INC

Be Seen First

Intermodal Trucking Owner Operator

Chicago, IL · On-site

$3K - $6K/wk

Transource Logistics is in search of owner operators to haul shipping containers out of Chicagoland terminals to the surrounding states. Position is daytime and may require early morning starts. Need ...

TRANSOURCE LOGISTICS INC

Be Seen First

Intermodal Trucking Owner Operator

Chicago, IL · On-site

$3K - $6K/wk

Transource Logistics is in search of owner operators to haul shipping containers out of Chicagoland terminals to the surrounding states. Position is daytime and may require early morning starts. Need ...

STG Logistics

CDL A - Owner Operator

Mccook, IL

If you're looking for consistent container freight, competitive rates, and a local team that understands port and rail operations, STG Drayage has opportunities ready now. Why Owner-Operators Choose ...

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All JobsContainer Owner Operator JobsContainer Owner Operator Jobs in Chicago, IL

Container Owner Operator information

See Chicago, IL salary details

$663

$4.5K

$7.9K

How much do container owner operator jobs pay per week?

As of Jun 11, 2026, the average weekly pay for container owner operator in Chicago, IL is $4,528.19, according to ZipRecruiter salary data. Most workers in this role earn between $2,476.92 and $6,734.62 per week, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in the Container Owner Operator position, and why are they important?

Successful Container Owner Operators require a valid commercial driver's license (CDL), experience with freight logistics, and the ability to handle and maintain tractor-trailer equipment reliably. Familiarity with electronic logging devices (ELDs), dispatch software, and safety inspection tools is essential for compliance and efficient operations. Strong time management, problem-solving, and customer service skills help operators build trust and effectively navigate challenges on the road. These skills ensure timely, safe cargo deliveries and successful management of both business and customer relationships.

What is a Container Owner Operator job?

A Container Owner Operator is an independent truck driver who owns and operates their own truck to transport shipping containers. They typically work with ports, rail yards, and shipping companies to move containers between locations. Unlike company drivers, owner-operators handle their own business expenses, such as fuel, maintenance, and insurance. This role offers greater earning potential and flexibility but also requires strong business management skills. Many Container Owner Operators lease onto larger carriers or work independently to find freight loads.

What are some common challenges faced by Container Owner Operators, and how can they be managed?

Container Owner Operators often face challenges such as tight delivery schedules, variable fuel costs, port delays, and the responsibility of maintaining their own vehicles. Staying organized with scheduling tools, maintaining open communication with dispatchers, and investing in regular preventative maintenance can help manage these issues. Additionally, understanding port procedures and establishing relationships with terminal operators can streamline pickups and drop-offs. Adaptability and proactive planning are key for navigating these challenges and ensuring consistent, profitable operations.

What are the most commonly searched types of Container Owner Operator jobs in Chicago, IL? The most popular types of Container Owner Operator jobs in Chicago, IL are:
What are popular job titles related to Container Owner Operator jobs in Chicago, IL? For Container Owner Operator jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Container Owner Operator jobs in Chicago, IL look for? The top searched job categories for Container Owner Operator jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Container Owner Operator jobs? Cities near Chicago, IL with the most Container Owner Operator job openings:
Container Owner Operator jobs near you
Infographic showing various Container Owner Operator job openings in Chicago, IL as of June 2026, with employment types broken down into 75% Full Time, 19% Part Time, and 6% Nights. Highlights an 97% Physical, 2% Hybrid, and 1% Remote job distribution, with an average salary of $235,466 per year, or $113.2 per hour.
Owner Operator Wanted - Home Nightly!

Owner Operator Wanted - Home Nightly!

STG Logistics

Mccook, IL • On-site

Full-time

Posted 7 days ago

Job description

Chicago Owner-Operators Needed for Intermodal & Drayage Freight


Text APPLY to (860) 300-2110 to get your quick app started!

STG Drayage is growing its intermodal and drayage network and looking to contract with experienced Owner-Operators in Chicago, IL and surrounding port and rail markets.

If you’re looking for consistent container freight, competitive rates, and a local team that understands port and rail operations, STG Drayage has opportunities ready now.

Why Owner-Operators Choose STG Drayage

  • Home Nightly 
  • Consistent Port & Rail Freight
  • Competitive Weekly Settlements
  • Local & Regional Drayage Runs
  • Drop & Hook Opportunities
  • Industry-Leading Fuel Discounts
  • Expanding Freight Network Across Major Ports & Rail Ramps
  • Supportive Local Team

Built for Intermodal Drivers

STG Drayage is one of North America’s fastest-growing intermodal carriers because it understands what matters most to owner-operators: steady freight, efficient turns, strong communication, and maximizing your time on the road.

Whether you’re running port containers daily or looking to grow your intermodal business, STG Drayage offers long-term opportunity with consistent freight volumes.

Owner-Operator Requirements

  • Minimum 21 Years Old
  • 12+ Months of Verifiable Tractor-Trailer Experience Within the Last 5 Years
  • Military driving experience may qualify toward road experience requirements (call for details)

If you’re a safety-focused owner-operator looking for consistent drayage or intermodal freight, partner with STG Drayage today.

Call now to get started!

Apply