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Owner Driver Jobs in Chicago, IL (NOW HIRING)

AFC Companies

Driver Manager

Gary, IN · On-site

$47K - $57K/yr

Growth opportunities in a family-owned, driver-first company * Hands-on leadership role where you make a real impact every day Compensation: Base plus incentives Ready to take the wheel? Apply today ...

Crete Carrier

OTR Truck Drivers

Chicago, IL · On-site

$2.0K/wk

Family-Owned Driver turnover tenure * High-Quality Drivers * Lowest turnover in the industry * Driver mentor program * Pet Policy * Can take truck home * Free Rider Program * Ease of getting ...

UACL Logistics, LLC

Owner op

Chicago, IL · On-site

$2.4K/mo

UACL Seeking Class A CDL Power Only Owner Operators - Chicago, IL UACL Logistics is looking for Power Only Owner-Operators based in the Chicago, IL area for consistent, round-trip freight with strong ...

Crete Carrier

OTR Truck Drivers

Chicago, IL · On-site

$2.0K/wk

Family-Owned Driver turnover tenure * High-Quality Drivers * Lowest turnover in the industry * Driver mentor program * Pet Policy * Can take truck home * Free Rider Program * Ease of getting ...

Crete Carrier

OTR Truck Drivers

Joliet, IL · On-site

$2.0K/wk

Family-Owned Driver turnover tenure * High-Quality Drivers * Lowest turnover in the industry * Driver mentor program * Pet Policy * Can take truck home * Free Rider Program * Ease of getting ...

Crete Carrier

OTR Truck Drivers

Joliet, IL · On-site

$2.0K/wk

Family-Owned Driver turnover tenure * High-Quality Drivers * Lowest turnover in the industry * Driver mentor program * Pet Policy * Can take truck home * Free Rider Program * Ease of getting ...

Koch Trucking

CDL-A Truck Driver

Chicago, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

Koch Trucking

CDL-A Truck Driver

Chicago, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

Koch Trucking

CDL-A Truck Driver

Chicago, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

Koch Trucking

CDL-A Truck Driver

Chicago, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

Koch Trucking

CDL-A Truck Driver

Oak Lawn, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

Koch Trucking

CDL-A Truck Driver

Chicago, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

Koch Trucking

CDL-A Truck Driver

Aurora, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

Koch Trucking

CDL-A Truck Driver

Chicago, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

Koch Trucking

CDL-A Truck Driver

Chicago, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

Koch Trucking

CDL-A Truck Driver

Chicago, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

Koch Trucking

CDL-A Truck Driver

Chicago, IL · On-site

$100K/yr

Valid Class A CDL * 1 year of driving experience About Koch: Koch Trucking has been Family Owned, Driver Focused since 1978. Our dedication to respect, excellence, safety, and innovation has helped ...

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Showing results 1-20

All JobsOwner Driver JobsOwner Driver Jobs in Chicago, IL

Owner Driver information

See Chicago, IL salary details

$664

$4.5K

$7.9K

How much do owner driver jobs pay per week?

As of Aug 29, 2026, the average weekly pay for owner driver in Chicago, IL is $4,531.77, 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 is an owner driver?

Owner drivers are individuals who own and operate their own vehicles to provide transportation or delivery services. Instead of working for a company as an employee, they contract their services independently or with companies that require delivery or transport, such as courier firms or logistics providers. Owner drivers are responsible for the maintenance, insurance, and running costs of their vehicles. They often enjoy flexible working hours and the ability to be their own boss, but they also bear the risks and responsibilities of self-employment.

What are the key skills and qualifications needed to thrive as an owner driver?

To thrive as an Owner Driver, you need a valid commercial driver's license, strong driving skills, and a good understanding of vehicle maintenance and logistics operations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and fleet management software is typically required. Excellent time management, customer service, and problem-solving abilities help owner drivers deliver goods efficiently and build client relationships. These skills are crucial for ensuring safe, timely deliveries, maintaining a reliable business, and achieving customer satisfaction.

What are some of the common challenges faced by owner drivers, and how can they be managed effectively?

Owner Drivers often face challenges such as fluctuating fuel costs, vehicle maintenance expenses, and finding consistent work. Managing these challenges involves careful budgeting, regular vehicle upkeep to avoid unexpected breakdowns, and building strong relationships with clients or freight brokers for steady contracts. Many Owner Drivers also use technology platforms to find jobs and track deliveries efficiently, helping to maximize their earning potential and reduce downtime.

What is the difference between Owner Driver vs Delivery Driver?

AspectOwner DriverDelivery Driver
CredentialsDriver's license, vehicle registrationDriver's license, sometimes specific delivery certifications
Work EnvironmentOwn vehicle, flexible schedule, independentCompany vehicle, structured routes, often employed
Employer/Industry UsageSelf-employed or small business owner in transportEmployed by delivery companies or logistics providers

Owner Drivers typically own their vehicle and operate independently, managing their own schedules and clients. Delivery Drivers are usually employed by companies, using company vehicles to complete assigned routes. Both roles require a valid driver's license, but Owner Drivers often handle their own vehicle maintenance and business administration, while Delivery Drivers focus on timely deliveries within a structured environment.

How to get work as an owner driver?

To get work as an owner driver, you should obtain the necessary vehicle licenses and insurance, register your vehicle with relevant authorities, and build relationships with logistics companies or clients. Having good driving skills, a clean driving record, and understanding scheduling and route planning can also improve your chances of securing work.

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

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

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

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

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

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

Owner Driver jobs near you
Infographic showing various Owner Driver job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $235,652 per year, or $113.3 per hour.

OTR Truck Driver Chicago CDL A - Must have Driving Exp

JKC TRUCKING INC

Summit Argo, IL

$1.3K - $1.8K/wk

Other

Medical, Dental, Vision, Retirement

Re-posted 2 days ago

Job description

Position Description: Drive With Us! Class A CDL Drivers Wanted – Join the JKC Trucking Family!Are you looking for a company that treats you like more than just a number!At JKC Trucking, we’re a family-owned, driver-focused refrigerated carrier that values your time, effort, and experience. We’d love to welcome you to the team!land.driverapponline.comWhy Drive with JKC?
• Hometime – Because family matters
• Full Benefits – Medical, dental, and 401(k)
• Reliable Equipment – All company-owned, no lease or owner-operator stress
• Extra Opportunities – 2–10 drops per trip
• Experience with Geotab ELD is a plus.
What We’re Looking For:
Class A CDL
Must Have OTR experience
Clean MVR (no DUIs)
At JKC Trucking, we understand what it takes to keep America moving — and we make sure our drivers are supported every mile of the way.
Call Tracy at 708-496-3901 x200
Apply by email today! tracyc at jkctrucking.com or Click the Link to Apply
Job Type: Full-time
Benefits
• 401(k)
• Dental insurance
• Health insurance
• Vision insurance
License/Certification:CDL A (Required)
Work Location: On the road

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