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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

$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.
CDL-A Truck Driver - Owner Operator

CDL-A Truck Driver - Owner Operator

RoadOne IntermodaLogistics

La Grange, IL

$6K/wk

Full-time

Posted 2 days ago

RoadOne IntermodaLogistics rating

8.2

Company rating: 8.2 out of 10

Based on 6 frontline employees who took The Breakroom Quiz

Job description

RoadOne IntermodaLogistics is Now Seeking CDL-A Owner Operators in Chicago, ILChicago, IL to Indianapolis, IN - Dedicated Power Lane


RoadOne is looking for Owner Operators to service new and existing accounts. Both local and regional work available.


Pay & Details:
  • New Rate Increase! $6,000+ per week
  • Looking for 20 CDL-A Owner Operators to service customers in dedicated POWER LANE
  • POWER LANE - Chicago, IL to Indianapolis, IN - dedicated lane
  • Work available 24/7 — choose your preferred day, night, or weekend shift
  • Mostly drop and hook
  • Reloads available - making for a Load/Load day!


Here at RoadOne we strive to make our owner operators' jobs as easy as possible. Through our fuel card, plate program, roadside assistance, and other incredible benefits we truly feel that we can help to ease the stress that being on the road can bring.


RoadPerks Include:
  • Weekly Settlement with Direct Deposit
  • Fuel Cards with Discounts
  • Complete Truck Insurance Program
  • Plate Program with weekly deductions
  • Safety Incentive Program
  • And More!


Minimum Requirements:
  • Valid Class A CDL
  • 1 year verifiable T/T experience within the past 3 years
  • 2000 or newer tractor


About RoadOne IntermodaLogistics:

RoadOne IntermodaLogistics is North America's premier full-service intermodal transportation and related logistics company. We offer the highest quality, industry-leading port and rail container drayage, terminal operations, dedicated truckload services, and trans-loading, warehousing and distribution solutions nationwide.


Interested in Driving With RoadOne IntermodaLogistics? Apply Today!

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