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

STG Logistics

Owner Operator

Chicago, IL

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

Owner Operator

Joliet, IL

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

Owner Operator

Chicago, IL

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

Owner Operator

Mccook, IL

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

Joliet, IL

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

Chicago, IL

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

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 ...

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

Intermodal Owner Operator information

See Chicago, IL salary details

$663

$4.5K

$7.9K

How much do intermodal owner operator jobs pay per week?

As of Aug 19, 2026, the average weekly pay for intermodal 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 is an intermodal owner operator?

Intermodal Owner Operators are independent truck drivers or small business owners who transport freight using containers that can be moved across multiple modes of transportation, such as ships, trains, and trucks. They typically own or lease their own trucks and contract with shipping companies, railroads, or logistics providers to move cargo between ports, rail yards, and customer locations. Their work is essential in ensuring the smooth transfer of goods between different types of transport, making supply chains more efficient.

What are some common challenges intermodal owner operators face when managing their schedules and deliveries?

Intermodal Owner Operators often encounter challenges related to tight delivery windows, coordination with rail yards and ports, and adapting to changing schedules due to delays or equipment availability. Effective time management and strong communication with dispatchers and terminal staff are essential for success. Many operators also need to navigate regulatory requirements and paperwork, which can add complexity to their daily routines. Flexibility and proactive planning help minimize downtime and maximize profitability in this dynamic work environment.

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

To thrive as an Intermodal Owner Operator, you need a valid CDL, a clean driving record, knowledge of freight handling, and experience with intermodal transport logistics. Familiarity with electronic logging devices (ELDs), GPS navigation systems, and freight management platforms is typically required. Excellent time management, problem-solving abilities, and strong communication skills help you coordinate with shippers, receivers, and dispatchers. These skills ensure efficient, safe, and compliant delivery of cargo, maximizing profitability and customer satisfaction in a highly competitive industry.

What is the difference between Intermodal Owner Operator vs Drayage Driver?

AspectIntermodal Owner OperatorDrayage Driver
CredentialsCommercial Driver's License (CDL), experience with intermodal equipmentCDL, often with specialized certifications for port or terminal work
Work EnvironmentIntermodal yards, rail terminals, on-road hauling between ports and warehousesPort terminals, container yards, short-distance city routes
Employer & IndustryIntermodal transportation companies, railroads, logistics firmsPort authorities, drayage companies, freight carriers

Both roles involve transporting containers, but Intermodal Owner Operators focus on long-haul intermodal routes combining rail and road, while Drayage Drivers handle short-distance container moves within ports and terminals. Understanding these differences helps in choosing the right career path in freight transportation.

What are the most commonly searched types of Intermodal Owner Operator jobs in Chicago, IL?

The most popular types of Intermodal Owner Operator jobs in Chicago, IL are:

What are popular job titles related to Intermodal Owner Operator jobs in Chicago, IL?

For Intermodal Owner Operator jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Intermodal Owner Operator jobs in Chicago, IL look for?

The top searched job categories for Intermodal Owner Operator jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Intermodal Owner Operator jobs?

Cities near Chicago, IL with the most Intermodal Owner Operator job openings:

Intermodal Owner Operator jobs near you
Infographic showing various Intermodal Owner Operator job openings in Chicago, IL as of August 2026, with employment types broken down into 47% Full Time, 51% Part Time, 1% Contract, and 1% Nights. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $235,466 per year, or $113.2 per hour.

CDL A Owner Operator Local Intermodal Truck Driver

PB Industries, Inc

Gary, IN

$5.0K/wk

Full-time

Re-posted 13 days ago

Job description

Job Requirements:

•

Valid CDL-A License w/ NON EXCEPTED INTERSTATE Medical Card

•

MUST HAVE 15 Months Class A CDL AND 6 Months of International Intermodal Experience in the last 36 Months 

•Clean MVR

•Able to pass D.O.T Pre-Employment  Physical, Drug Screen and Criminal Background Check

Job Description:

CHICAGO, IL LOCAL INTERMODAL OWNER OPERATORS WANTED FOR IMMEDIATE HIRE! 

•Fleet is 100% Owner Operators!

•1099 Owner Op

•Base Mileage pay plus fuel surcharge

•Intermodal, no TWIC required

•$5,000 weekly average gross for our Chicago Owner OperatorsCHICAGO Terminal - 361 Bonnie Lane Elk Grove Village, IL 60007PB Industries is celebrating it's "40 Year Anniversary"       MUST HAVE 15 Months Class A CDL AND 6 Months of International Intermodal Container Experience in the last 36 Months LIMITED TIME - Sign On Bonus for qualified Intermodal Owner Ops $2500.00

•Flexible Schedules-Home Daily and on Weekends

•Friendly No Forced Dispatch

•Electronic Dispatch

•Competitive Pay plus Fuel Surcharge

•Weekly Settlements

•Hold Only One Week Pay

•Direct Deposit

•Referral And Safety Bonuses

•Strong Safety Minded

•Bobtail Program Available

•Plate Program

•Fuel Card Program & Discounts

•No Charge Back for Liability or Cargo Insurance