Owner Operator Jobs In Illinois

Illinois

Illinois stands as a premier destination for owner operators seeking high-paying trucking opportunities with steady freight and excellent earning potential. Located at the heart of America's transportation network, Illinois offers owner operators access to consistent $6,000-$10,000 weekly earnings through diverse regional routes connecting major distribution centers across the Midwest.

The state's strategic position as a transportation hub, anchored by Chicago's massive freight infrastructure, provides owner operators with year-round steady loads and minimal downtime. Illinois-based owner operators benefit from the state's extensive highway network, including major interstates I-55, I-57, I-64, I-70, I-74, I-80, and I-88, ensuring efficient route planning and maximum earning potential.

Illinois owner operators can choose from various freight types including dry van and flatbed operations, with regional routes that keep you closer to home while maintaining competitive weekly earnings. The state's diverse economy, from agricultural exports to manufacturing goods, creates consistent demand for reliable owner operator services with immediate start opportunities and streamlined 2-3 day onboarding processes.

Join Illinois's thriving owner operator community and take advantage of weekly Friday pay, comprehensive benefits including fuel cards and ELD programs, plus the flexibility to work solo or with teams. Start your high-earning owner operator career in Illinois today.

Job Listings

OWNER OPERATOR - $6,000-$9,000

Modena Freight

Chicago, Illinois $6,500 - $10,000 a week Owner Operator Posted: January 15, 2025

Owner operators wanted for steady regional loads with $6,000-$10,000 weekly gross income for solos. Dry van and flatbed freight available with no waiting time, weekly Friday pay, and comprehensive benefits including fuel card and equipment programs.

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Class A CDL Owner Operator

Laurelle Empire LLC

Chicago, Illinois $2,500 - $3,500 a week Owner Operator Posted: January 15, 2025

Laurelle Empire is seeking owner-operators with a valid CDL-A and two years of flatbed driving experience to join their regional route. With a potential annual earning of $82,000, reliable equipment, and opportunities for career growth, this position offers a fulfilling and rewarding career in the transportation industry.

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CDL Class A Owner Operator

Optimus Dispatching Services, LLC

Chicago, Illinois $5,000 - $10,000 a week Owner Operator Posted: January 15, 2025

Optimus Dispatching is seeking Owner Operator Truck Drivers to expand its team. With top freight services, competitive payment rates, and no demanding contracts, this full-time contract offers a rewarding opportunity for individuals looking to boost profit margins and achieve financial goals. Benefit from a referral program, various supplemental pays, and dedicated support for a successful trucking career.

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HIRING CDL A OWNER OPERATORS 88% OF GROSS/FREE TRAILER

One star capital

Chicago, Illinois $8,000 - $14,000 a week Owner Operator Posted: January 15, 2025

Join our OTR Owner Operator team based in Naperville, IL for an incredible earning potential of 88% of the GROSS pay, with weekly earnings between $8,000-$14,000. Enjoy benefits like driver-friendly dispatch, fuel card with discount, and 24/7 support. With opportunities for career growth, insurances, and paid time off, this contractual role offers a comprehensive package for a successful career in the trucking industry.

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CDL Class A Owner Operator - OTR/Regional $4,000 - $6,500

Fleet Haven, LLC

Chicago, Illinois $4,000 - $6,500 a week Owner Operator Posted: January 15, 2025

Looking for owner-operators and fleet owners to join our team. Earn competitive pay, enjoy a wide variety of freight, and benefit from a fuel card, referral program, and supplemental pay. Experience freedom from forced dispatch and paperwork handling, and grow your career with a reputable company.

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CDL A Flatbed Owner Operator

Beemac Trucking

Chicago, Illinois $6,000 - $8,000 a week Owner Operator Posted: January 15, 2025

Join Beemac Trucking as an Owner Operator and earn up to $8,000 per week. Enjoy fuel discounts, trailer rental, and home weekly opportunities hauling steel in a flatbed truck. Benefit from weekly earnings of $6,000 - $8,000, 80% Gross Line Haul, and same day processing with next day pay. Beemac Trucking, a top 20 Flatbed Carrier in the US, is seeking Owner Operators. With a 40-year history, employee ownership, and 24/7 support, drivers can grow their careers with a reputable company.

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CDL A Truck Driver - Owner Operator - Flatbed Steel Coil

JLE Industries

Chicago, Illinois $6,000 - $8,000 a week Owner Operator Posted: January 15, 2025

Experienced CDL-A drivers wanted for regional transportation routes offering competitive annual salary, comprehensive benefits including medical and dental coverage, guaranteed weekly home time, paid vacation and holidays, 401k retirement plan, and excellent career advancement opportunities.

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Owner Operator

ALLSTATES EXPRESS INC

Chicago, Illinois $2,000 - $3,000 a week Owner Operator Posted: January 15, 2025

Allstates Express welcomes dedicated Owner Operators with reliable vehicles to join their team, offering competitive rates, flexible schedules, weekly payments, and 24/7 customer support. With options for local or long-distance hauls, extra compensation for waiting hours, and access to a tracking app, this opportunity provides a supportive network for owner-operators looking to boost their earnings and take control of their careers.

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Owner Operator Truck Driver

Flex Transport inc

Chicago, Illinois $5,899 - $6,990 a week Owner Operator Posted: January 15, 2025

Rent a Kenworth or Volvo semi-truck for $1000 weekly and earn between $6,000-$9,000 in gross. Enjoy benefits like Cargo, ELD, iPass, and trailer rent. Fuel card, lease purchase program, and referral bonuses available. Handle OTR and regional routes as an owner-operator, solo, or team driver. Apply now for this limited-time opportunity!

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Class A Owner Operator Truck Driver for Dedicated Dry Van to Chicago

Dry Creek Logistics

Chicago, Illinois $5,800 - $6,500 a week Owner Operator Posted: January 15, 2025

Seeking Class A CDL Owner Operators for dedicated dry van roles from Baltimore MD to Chicago IL. Earn $5,800-$6,500 weekly with non-forced dispatch, trailer rental program, and national fuel discounts. Enjoy flexible home time options and company-paid insurance.

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Class A Owner Operator Truck Driver for Consistent Dry Van out of Chicago

Freight MVMT LLC

Chicago, Illinois $5,000 - $6,000 a week Owner Operator Posted: January 15, 2025

Class A CDL Owner Operators in Chicago, IL have the opportunity to earn $5,000-$6,000 per week with dedicated lanes to Baltimore, MD. Enjoy benefits like fuel discounts, insurance programs, and a supportive company culture.

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OWNER OPERATORS WITH MULTIPLE TRUCKS (REGIONAL AND OTR ONLY): 6% DISPATCH FEE!

Wheel Trans Logistics

Chicago, Illinois $3,000 - $8,000 a week Owner Operator Posted: January 15, 2025

Wheel Trans Logistics is seeking dedicated Owner Operators & Fleet Owners with Dry Van, Reefer, and Flatbed Equipment. Enjoy competitive pay, leasing opportunities, factoring services, and referral bonuses. Relocate to Chicago, IL for this regional job with various job types and supportive programs to enhance earnings and career growth.

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Dispatch Company for Qualified OTR Dry Van Flatbed Reefer Owner Operator(Check Out Description!!)

C.H.O.A L.L.C

Chicago, Illinois $6,200 - $12,000 a week Owner Operator Posted: January 15, 2025

CHOA Global Inc. in NYC is actively seeking FLEET OWNERS and OWNER OPERATORS. Benefit from dedicated lanes, open communication, and a commitment to driver success. Enjoy competitive compensation, 401(k), health/dental/vision insurance, paid time off, and a referral program. Partner with a reputable company focused on rejecting industry failure rates and offering professional growth opportunities.

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OWNER OPERATOR - $6,000 - $9,000

J&M Enterprises

Chicago, Illinois $6,000 - $9,000 a week Owner Operator Posted: January 15, 2025

Join our team as an owner-operator for consistent freight, pre-booked loads, and potential gross earnings of $6,000 to $8,500 weekly. Enjoy a variety of freight options, low-cost deductions, and support from Jordan at 601-270-6530 for continued success.

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Owner Operator Job Locations in Illinois

Explore owner operator opportunities across Illinois major trucking corridors and distribution centers.

Owner Operator Jobs In Illinois Cities

Owner Operator Jobs in Chicago

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