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Local Dedicated Owner Operator Jobs in Chicago, IL

STG Logistics

CDL A - Owner Operator

Chicago, IL · On-site

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 Logistics

CDL A - Owner Operator

Joliet, IL · On-site

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 Logistics

CDL A - Owner Operator

Mccook, IL · On-site

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 JobsLocal Dedicated Owner Operator JobsLocal Dedicated Owner Operator Jobs in Chicago, IL

Local Dedicated Owner Operator information

See Chicago, IL salary details

$1.2K

$4.6K

$7.7K

How much do local dedicated owner operator jobs pay per week?

As of Aug 22, 2026, the average weekly pay for local dedicated owner operator in Chicago, IL is $4,576.90, according to ZipRecruiter salary data. Most workers in this role earn between $1,334.62 and $7,459.62 per week, depending on experience, location, and employer.

What is a local dedicated owner operator?

A Local Dedicated Owner Operator is a self-employed truck driver who owns and operates their own commercial vehicle, and contracts with a specific company to transport goods within a designated local area. Unlike over-the-road drivers, local dedicated operators typically work regular routes and are home daily or nightly. They benefit from consistent schedules and steady work, but are also responsible for their truck’s maintenance, insurance, and other business expenses. This role combines the independence of being an owner-operator with the stability of dedicated routes.

What are the key skills and qualifications needed to thrive as a local dedicated owner operator?

To thrive as a Local Dedicated Owner Operator, you need a valid commercial driver’s license (CDL), a clean driving record, business acumen, and experience with local freight routes. Familiarity with electronic logging devices (ELDs), route planning software, and basic truck maintenance tools is typically required. Strong organizational skills, self-motivation, and excellent customer service abilities set top performers apart. These skills and qualities are crucial for ensuring timely deliveries, operational efficiency, and sustained business success in a competitive transportation market.

What are some common challenges faced by local dedicated owner operators, and how can they be managed?

Local Dedicated Owner Operators often face challenges such as maintaining consistent routes, managing vehicle maintenance, and balancing work-life commitments due to tight delivery schedules. Building strong relationships with dispatchers and shippers can help secure regular loads and minimize downtime. Additionally, staying proactive with vehicle upkeep and leveraging route planning technology can reduce unexpected delays and expenses, while clear communication with clients and family can support work-life balance.

What is the difference between Local Dedicated Owner Operator vs Local Company Driver?

AspectLocal Dedicated Owner OperatorLocal Company Driver
CredentialsCommercial Driver's License (CDL), experience in hauling specific freightCDL, basic driving experience
Work EnvironmentOperate own truck, flexible schedules, independent workDrive company-owned trucks, structured schedules
Employer & Industry UsageFreight carriers, logistics companies, owner-operated fleetsCarriers, logistics firms, large transportation companies

In summary, Local Dedicated Owner Operators own and operate their trucks, offering flexibility and independence, while Local Company Drivers work for a company using their trucks with more structured schedules. Both roles require a CDL and are common in local freight hauling, but differ mainly in ownership and work setup.

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

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

Local Dedicated Owner Operator jobs near you
Infographic showing various Local Dedicated Owner Operator job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 69% Full Time, 26% Part Time, and 4% Contract. Highlights an 95% Physical, 2% Hybrid, and 3% Remote job distribution, with an average salary of $237,999 per year, or $114.4 per hour.

CDL A - Owner Operator

STG Logistics

Chicago, IL • On-site

Full-time

Re-posted 27 days ago

Job description

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 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

  • $2,000 Sign On Bonus
  • 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