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

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Container Owner Operator information

See Chicago, IL salary details

$664

$4.5K

$7.9K

How much do container owner operator jobs pay per week?

As of Jul 15, 2026, the average weekly pay for container owner operator in Chicago, IL is $4,531.63, according to ZipRecruiter salary data. Most workers in this role earn between $2,478.85 and $6,740.38 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 July 2026, with employment types broken down into 88% Full Time, 8% Contract, and 4% Nights. Highlights an 100% In-person job distribution, with an average salary of $235,645 per year, or $113.3 per hour.
CDL-A Owner Operator - Home Daily

CDL-A Owner Operator - Home Daily

ContainerPort Group

La Grange, IL • On-site

$4.5K/wk

Full-time

Posted 14 days ago

Job description

Owner Operators Wanted – Home Daily!

ContainerPort Group is now contracting Owner Operators in Chicago for home daily, no-touch container freight. A top 10 U.S. drayage carrier, 55 years in the business, moving freight for some of the country’s biggest retailers, importers, and exporters. We’re also recruiting across Joliet, IL.

What you can earn:

• Weekly gross revenues up to $4,500 (depending on market, lanes, and flexibility)

• $2,500 sign-on incentive*

• $1,500 referral incentive*

• Weekly settlements with free direct deposit

• Strong fuel surcharge programs

What’s moving in Chicago right now:

• Local and regional runs, plus runs into Wisconsin and Indiana

• Immediate volume to bring on up to 15 owner operators

• Large paved yard

• Major new shippers opening up new lanes and steady freight

What we provide:

• Consistent contracted freight from a loyal and growing customer mix

• Fuel card and fuel discount program

• Plate program

• 24/7 breakdown support

• Clean DOT inspection incentives

• Access to an IC insurance program offered by True North and facilitated by ContainerPort Group, with customizable coverage for you and your family.

• DrayPal, our proprietary app for owner operators (Settlements, Documents, and Dispatch all in one place)

What we need from you:

• Valid Class A CDL

• 12 months verifiable tractor-trailer experience in the last 3 years

• Own your truck and pass DOT inspection

• 23 years or older

The day to day:

• Home every day, or stay out longer. Your choice.

• Mostly Monday through Friday

• 1-day orientation at the local Chicago terminal

• No forced dispatch

• Fleet Managers who pick up the phone and know your name

Apply now or call (855) 274-5627 to talk through what’s available in Chicago.

*Sign-on and referral incentives subject to terms and conditions. Ask your recruiter for details.