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

METRO TRANS LOGISTICS LLC

Be Seen First

Owner Operator driver

Chicago, IL · On-site

$3.5K - $5.0K/wk

Owner-operators work with our 24/7 dispatch and tracking team while maintaining the freedom to choose the loads and routes that fit their availability. We offer weekly settlements, QuickPay options ...

New

METRO TRANS LOGISTICS LLC

Be Seen First

Owner Operator driver

Chicago, IL · On-site

$3.5K - $5.0K/wk

Owner-operators work with our 24/7 dispatch and tracking team while maintaining the freedom to choose the loads and routes that fit their availability. We offer weekly settlements, QuickPay options ...

New

METRO TRANS LOGISTICS LLC

Be Seen First

Owner Operator driver

Chicago, IL · On-site

$3.5K - $5.0K/wk

Owner-operators work with our 24/7 dispatch and tracking team while maintaining the freedom to choose the loads and routes that fit their availability. We offer weekly settlements, QuickPay options ...

New

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

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 ...

METRO TRANS LOGISTICS LLC

Be Seen First

Owner Operator driver

Chicago, IL · On-site

$3.5K - $5.0K/wk

Owner-operators work with our 24/7 dispatch and tracking team while maintaining the freedom to choose the loads and routes that fit their availability. We offer weekly settlements, QuickPay options ...

New

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 ...

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 ...

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 ...

Atlas Logistics Inc.

Class A Owner Operator

Gary, IN

$260K - $312K/yr

Owner Operators are expected to operate with a strong commitment to safety, customer service, and ... Professional support team CDL Class A · Freight: Dry Van Pay: $260,000 - $312,000/year

Forward Air

CDL-A Owner Operator Driver

Elwood, IL · On-site

$4.1K - $5.2K/wk

If you're looking for a partner that treats your business like it matters, Forward Air is ready to move you forward, solo or as a team. CDL-A Solo Owner Operator Overview * Pay built for owner ...

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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 23, 2026, the average weekly pay for owner operator team 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 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 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 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 84% Full Time, and 16% Part Time. Highlights an 100% In-person job distribution, with an average salary of $235,652 per year, or $113.3 per hour.

Owner-operator Team truck driver - Toro

Schneider

Chicago, IL • On-site

Full-time

Re-posted 2 days ago

Schneider National rating

7.7

Company rating: 7.7 out of 10

Based on 102 frontline employees who took The Breakroom Quiz

106th of 366 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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