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Owner Operator Team Driver Jobs in Chicago, IL (NOW HIRING)

STG Logistics

Owner Operator

Joliet, IL · On-site

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 ...

STG Logistics

Owner Operator

Chicago, IL · On-site

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 ...

STG Logistics

Owner Operator

Chicago, IL · On-site

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 ...

STG Logistics

Owner Operator

Mccook, IL · On-site

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 ...

Altom Transport, Inc

Owner Operator

Chicago, IL · On-site

... team-first culture and commitment to professionalism, sets us apart in the industry. Choose Your Driving Option * Regional Driver * Over-the-Road (OTR) Driver Responsibilities As an Owner Operator ...

Loadmode LLC

Solo/Team Owner Operator

Chicago, IL · On-site

$2.5K/wk

Loadmode LLC Is Hiring Experienced Otr Company Team Drivers Loadmode LLC is hiring experienced OTR ... Owner operators are also more than welcome! Your truck could be any year but in good condition so ...

J.B. Hunt Transport

Owner Operator Truck Driver

Worth, IL · On-site

$202K/yr

Hunt has owner operator jobs available! Contract with J.B. Hunt Highway Services and gain access to one of the largest freight bases in the country, providing you with the compensation you want and ...

J.B. Hunt Transport

Owner Operator Truck Driver

Lisle, IL · On-site

$202K/yr

Hunt has owner operator jobs available! Contract with J.B. Hunt Highway Services and gain access to one of the largest freight bases in the country, providing you with the compensation you want and ...

Loadmode LLC

Solo/Team Owner Operator

Chicago, IL · On-site

$3.0K - $3.2K/wk

Loadmode LLC is hiring experienced OTR company team drivers! Regular Routes + Consistent Miles ... Owner Operators are also more than welcome! Your truck could be any year but in good condition so ...

JTS Logistics

Be Seen First

Truck Owner Operator

Gary, IN · On-site

$3.0K - $7.0K/wk

Company Description JTS Logistics is a driver-focused carrier dedicated to helping Owner-Operators succeed. We remove the typical barriers to entry by offering zero startup costs, brand-new equipment ...

Norbet Trucking

Owner Operator EC

East Chicago, IN · On-site

Hiring an experienced CDL-A Owner Operatorssteady loads, competitive rates, and a company you can ... Experience hauling steel a plus Minimum three year's operating flatbed. Driving record must be ...

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Showing results 1-20

All JobsOwner Operator Team Driver JobsOwner Operator Team Driver Jobs in Chicago, IL

Owner Operator Team Driver information

See Chicago, IL salary details

$664

$4.5K

$7.9K

How much do owner operator team driver jobs pay per week?

As of Aug 13, 2026, the average weekly pay for owner operator team driver 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 some common challenges owner operator team drivers face and how can they effectively manage them?

Owner Operator Team Drivers often encounter challenges such as coordinating schedules between team members, managing long hours on the road, and handling the administrative aspects of owning and operating their vehicle. Effective communication and planning are key to balancing driving shifts and ensuring compliance with Hours of Service regulations. Additionally, staying organized with paperwork, maintenance, and finances helps teams remain efficient and profitable. Building a strong partnership and maintaining open dialogue with dispatchers and clients can also contribute to smoother operations.

What is an owner operator team driver?

Owner Operator Team Drivers are professional truck drivers who own or lease their own commercial vehicles and work in pairs, taking turns driving long-haul routes. This team approach allows them to cover more miles efficiently and comply with hours-of-service regulations. They often contract with freight companies or operate independently, managing both the driving and business aspects of trucking. Being an owner operator team driver offers the benefits of increased earning potential and schedule flexibility, but also requires significant responsibility for vehicle maintenance and business management.

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

To thrive as an Owner Operator Team Driver, you need a valid CDL-A license, a clean driving record, and strong knowledge of DOT regulations, along with experience in long-haul trucking. Familiarity with electronic logging devices (ELDs), GPS navigation systems, and routine truck maintenance is crucial for efficient and compliant operations. Excellent teamwork, communication, and time management skills set top performers apart in this demanding role. These skills are vital for ensuring safety, regulatory compliance, timely deliveries, and the success of a team-operated trucking business.

What is the difference between Owner Operator Team Driver vs Company Driver?

FeatureOwner Operator Team DriverCompany Driver
CredentialsCommercial Driver's License (CDL), business licensingCDL, employment verification
Work EnvironmentIndependent, self-managed routesEmployed by a company, assigned routes
Employer & Industry UsageOwns truck, partners with a carrierWorks for a carrier or fleet
Search & Comparison IntentHigh overlap in route types, certifications, and industrySimilar work environment, different employment structure

Owner Operator Team Drivers own or lease their trucks and work in partnership with a carrier, offering flexibility and independence. Company Drivers are employed by a carrier, driving company-owned trucks. Both roles require a CDL and involve long-haul or regional routes, but differ mainly in ownership and employment structure.

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

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

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

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

Owner Operator Team Driver jobs near you
Infographic showing various Owner Operator Team Driver job openings in Chicago, IL as of August 2026, with employment types broken down into 90% Full Time, and 10% Part Time. Highlights an 100% In-person job distribution, with an average salary of $235,645 per year, or $113.3 per hour.

Owner-operator Team truck driver - Toro

Schneider

Chicago, IL

Full-time

Re-posted 22 days ago

Schneider National rating

7.7

Company rating: 7.7 out of 10

Based on 102 frontline employees who took The Breakroom Quiz

108th of 362 rated logistics

Job description


Overview
  • Haul 100% no-touch freight in dry van trailers.
  • 60% drop-and-hook.
  • 10-15 loads per week with 2-4 stop-offs per load.
  • Drive within the Midwest, Northeast and South.
  • Get $228 on your second settlement payment and $126 each week for the next 22 weeks, for a total of $3,000 in incentives (terms and conditions apply).
Qualifications
  • Possess a valid Class A Commercial Driver’s License.
  • Minimum 6 months of Class A driving experience.
  • Meet the following tractor requirements:
    • Truck(s) must be 2011 or newer.
    • Truck(s) need to pass a DOT inspection.
    • Engine(s) must meet EPA10 emissions requirements.
    • Truck(s) need a functioning Collision Mitigation System.
  • Additional qualifications apply.

Need a truck or want to upgrade? Schneider can get you in touch with equipment sales and leasing providers.

Additional advantages
  • Compensation for time spent in orientation.
  • Discounts on fuel, tires, maintenance and more through Schneider’s Purchase Power Program.
  • Unlimited referral bonuses.
  • Tools to help you succeed: Doing business with Schneider means being provided a Samsung tablet you can use inside and outside your cab and having free trailer usage.
  • Access to company facilities: Take full advantage of Schneider’s facilities, which provide free parking, free laundry, meal options, exercise equipment and more.

Job Owner-Operator
Schedule FULLTIME
Sign On Bonus 3000

PI286312366

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