Owner Operator Jobs In Illinois

Illinois
Owner operator truck driver beside a semi-truck in 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.

Available Owner Operator Jobs in Illinois

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

Modena Freight

Chicago, Illinois $6,500 - $10,000 a week Owner Operator Posted: 2025-07-13
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: 2025-07-31
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: 2025-07-31
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: 2025-07-31
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: 2025-07-31
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: 2025-07-31
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: 2025-07-31
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: 2025-07-31
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: 2025-07-31
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: 2025-07-31
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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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: 2025-07-31
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: 2025-07-31
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: 2025-07-31
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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REG & OTR Driver

Fairmount Global Freight

Peoria, Illinois $45,000 - $90,000 a year Owner Operator Posted: 2025-10-30
Excel as a driver in Illinois with Fairmount Global Freight and seize the opportunity to thrive in a burgeoning transportation landscape. As an owner operator in Illinois, you will benefit from competitive compensation and a full benefits suite designed to enhance your success. Flourish in Illinois's business-friendly environment, where independent contractors can expand their footprint in a dynamic freight market. Join Fairmount Global Freight today and build a rewarding future on the open road!
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Class-A CDL OTR Owner Operators

Quality Carriers, Inc.

Peoria, Illinois $4,000 - $8,000 a week Owner Operator Posted: 2025-10-30
Thrive in Illinois's dynamic market with Quality Carriers, Inc. as your partner on the open road! Independent contractors in Illinois can leverage a thriving freight landscape, fueling the growth of their own business. With the potential to earn an impressive salary of 00 per week, drivers benefit from a robust package, including a Fuel Stabilization Program designed to minimize out-of-pocket expenses. Enjoy the freedom to connect with management at any time, all while being part of Illinois's business-friendly environment. Embrace the journey with Quality Carriers, Inc. and experience the rewards of driving in Illinois!
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Owner Operators for Amazon UIIA (Semi-truck)

CMJ

Peoria, Illinois $6,000 - $9,000 a week Owner Operator Posted: 2025-10-30
Capitalize on Illinois's logistics strength by embracing a rewarding opportunity with CMJ! As an owner operator CDL driver in Illinois, you can tap into the rich freight market that this business-friendly state offers. Earn up to $9,000.00 per week while enjoying a robust selection of rewards designed for independent contractors like you. Illinois is not just a place to drive; it’s a launchpad for building your own thriving business in an environment ripe for success. Seize this chance to thrive in Illinois’s dynamic industry!
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9-15 Ft Reefer-Vans Owner-Operators

Fox Carriers

Peoria, Illinois $1,200 - $2,000 a week Owner Operator Posted: 2025-10-30
Build your career in Illinois with Fox Carriers, where the thriving freight market offers owner operators like you the chance to elevate your business. In Illinois, benefit from competitive compensation and a robust package tailored to foster your success. Our knowledgeable team trains you to secure the best loads available, ensuring you thrive in this business-friendly climate. Seize the opportunity to build your future in Illinois, capitalizing on the support and resources provided by Fox Carriers.
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OTR Owner Operator - Box Truck

MDN Corporation

Peoria, Illinois $5,500 - $7,000 a week Owner Operator Posted: 2025-10-30
Discover exceptional opportunities in Illinois with MDN Corporation, where independent contractors thrive in a booming freight market. Experience the freedom of coast-to-coast routes, all while earning an impressive salary of $7,000.00 per week. Illinois boasts a business-friendly landscape that fosters growth for owner-operators. Enjoy superior rewards and a robust package designed to empower you in building your business. Seize the chance to redefine your career in the heart of Illinois today!
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CDL A Owner Operator Openings

Evans Network of Companies

Norwood, Illinois $1,500 - $2,500 a week Owner Operator Posted: 2025-10-30
Discover exceptional opportunities in Illinois with Evans Network of Companies, where independent contractor drivers can thrive. Enjoy an impressive weekly salary of $50, paired with a robust package of superior rewards tailored to your needs. Illinois offers a business-friendly environment and a strong freight market, creating the perfect backdrop for your entrepreneurial journey. We understand the importance of work-life balance, allowing you to choose your home time preferences for the routes you drive. Explore your future in Illinois today!
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CDL A & Box Truck Owner Operators - Lease-on

Trucker Affiliate Program

Pekin, Illinois $4,000 - $9,000 a week Owner Operator Posted: 2025-10-30
Lead the way in Illinois as a revered owner operator with the Trucker Affiliate Program! In this dynamic state, seize the golden opportunity to thrive in a robust freight market while enjoying the freedom of independent contracting. With the chance to earn an impressive $8,000 weekly, you can build your business in the nurturing environment of Illinois. Experience superior rewards and support tailored for your success as you embark on exciting routes as a full Box Truck Owner Operator. Your future in Illinois awaits!
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Lease Purchase - Class A - OTR

Co Lines INC

Peoria, Illinois $6,000 - $9,000 a week Owner Operator Posted: 2025-10-30
Discover exceptional opportunities in Illinois as an owner operator CDL driver with Co Lines INC. Experience the thriving freight market in Illinois, where independent contractors can flourish in a business-friendly environment. With the potential to earn up to $9,000.00 per week, this position offers superior rewards tailored for entrepreneurs looking to build their own success. For more information about our routes, do not hesitate to contact our Recruiting Manager. Explore your future in Illinois today!
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Hiring CDL Class A OTR Drivers – Flatbed & Conestoga

First Line Cargo

Peoria, Illinois $2,000 - $3,000 a week Owner Operator Posted: 2025-10-30
Excel as a driver in Illinois with First Line Cargo and seize the opportunity to thrive in a vibrant freight market. As an independent contractor in Illinois, you can earn up to $2,500 weekly while benefiting from a full benefits suite designed for your success. Enjoy the advantages of a business-friendly environment in Illinois, where you can cultivate your own operation. Partner with First Line Cargo and experience the fulfillment of building your legacy on the open road.
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Owner Operators – Keep Your Wheels Moving & Your Pockets Full

Wulf Logistics

Peoria, Illinois $5,255 - $7,343 a week Owner Operator Posted: 2025-10-30
Prosper in Illinois's growing market with Wulf Logistics, where independent contractor opportunities abound. As a CDL driver in Illinois, you can expect to earn an impressive salary of $7,343.00 per week while navigating a vibrant freight landscape. The favorable business climate in Illinois allows you to thrive, providing the tools necessary to build your own enterprise. With your insurance up to date, take the wheel and enjoy a journey filled with superior rewards and endless possibilities in Illinois!
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Rands Trucking is Hiring OTR Owner Operators, Top Earners Average $223,000 Annually

RANDS TRUCKING

Chicago, Illinois $1.49 per mile Owner Operator Posted: 2025-10-30
Excel as a driver in Illinois with RANDS TRUCKING, where your skills shape a successful future in a thriving freight market. In Illinois, the business-friendly environment fosters opportunity for independent contractors like you. Enjoy exceptional compensation, earning up to $225,000 annually, while benefiting from a robust package designed to support your professional journey. Join a dedicated team that prioritizes safety and reliability in delivering goods across Illinois, enabling you to build your own business on the road.
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Seeking CDL Class A Owner Operators

Fox Freight, Inc.

Chicago, Illinois $6,000 - $8,000 a week Owner Operator Posted: 2025-10-30
Thrive in Illinois's dynamic market with Fox Freight, Inc., where owner-operator CDL drivers encounter unmatched opportunities. Experience the strength of Illinois's freight landscape while enjoying excellent compensation, with earnings reaching $8,000.00 per week. This business-friendly state allows independent contractors to flourish, empowering you to establish and grow your own enterprise. With a robust package of superior rewards designed for your success, this is your chance to transform your passion for driving into a thriving business in Illinois.
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Owner/Operator

Merx Global

Chicago, Illinois $4,000 - $6,000 a week Owner Operator Posted: 2025-10-30
Excel as a driver in Illinois with Merx Global, where the thriving freight market and favorable business climate fuel your success. Drive strong earnings of up to $6,500 per week while charting your own course in the dynamic landscape of Illinois. Our owner operator positions empower you to build your own business with flexibility and independence. We welcome all, including those with a criminal record, to embark on this enriching journey in Illinois's robust transportation sector. Enjoy a full benefits suite tailored for your needs, as you unlock opportunities across this vibrant state.
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CDL class A Owner Operators for Amazon Loads Drop and hook, !!! Get started in 1 day, $8-10k gross

Reserve Truck Lines LTD

Chicago, Illinois $4,000 - $6,000 a week Owner Operator Posted: 2025-10-30
Excel as a driver in Illinois with Reserve Truck Lines LTD! This vibrant state offers an exceptional landscape for independent contractors, driven by a dynamic freight market. Experience superior rewards with potential earnings reaching $6,000.00 per week! Our drivers in Illinois enjoy a robust package that includes comprehensive medical benefits. Harness the opportunities presented by Illinois's business-friendly environment and take the wheel towards building your future with tremendous support and resources. Your journey begins here!
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Owner/Operator/Fleet Owner

Kerr Relocation LLC

Chicago, Illinois $5,000 - $12,000 a week Owner Operator Posted: 2025-10-30
Thrive in Illinois's dynamic market with Kerr Relocation LLC, where exceptional drivers are integral to our mission. Enjoy competitive compensation of $12,000.00 per week while serving local Illinois communities. Our positions offer daily home time, allowing you to maintain strong ties in your neighborhood. Benefit from health insurance, dental, and vision coverage as you safely and efficiently transport freight, contributing to Illinois's thriving transportation network. Make a lasting impact while enjoying the rewards of a fulfilling career.
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CDL A Owner Operator – Keep 90% of Load Pay

Victory Truck & Trailer Repair

Chicago, Illinois $2,500 - $3,500 a week Owner Operator Posted: 2025-10-30
Experience Illinois's freight advantages and take your career to new heights with Victory Truck & Trailer Repair. As a seasoned Owner Operator CDL driver, you can capitalize on Illinois's business-friendly landscape, thriving freight market, and dynamic opportunities for independent contractors. Enjoy an impressive compensation of $3,500.00 per week, along with a robust package of incentives that will help you build a successful business. Let Illinois's potential work for you—embrace the journey today!
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Owner-Operator Box Truck Driver

Ambufreight

Chicago, Illinois $2,000 - $3,000 a week Owner Operator Posted: 2025-10-30
Thrive in Illinois's dynamic market with Ambufreight, where opportunities abound for owner-operator CDL drivers. Earn an impressive salary of $3,000.00 per week while navigating a thriving freight landscape that supports independent contractors. With a robust package of incentives tailored for success, you can cultivate your own business in this business-friendly environment. Join the ranks of dedicated operators shaping the future of transportation in Illinois, and experience the advantages of being part of a vibrant and expanding team.
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Intermodal Owner Operator - Redbird Carriers

Redbird Carriers

Chicago, Illinois Up to $3,500 a week Owner Operator Posted: 2025-10-30
Experience Illinois's freight advantages with Redbird Carriers, where the thriving logistics landscape fosters success for dedicated owner operators. In the heart of Illinois, independent contractors can capitalize on a robust freight market that offers outstanding compensation of $3,500.00 per week. By partnering with Redbird Carriers, you can build a business amidst a business-friendly environment while enjoying a superior rewards system designed to support your growth. Embrace the opportunity to excel in Illinois’s dynamic transportation sector today!
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STRAIGHT TRUCK OWNER OPERATOR

Bullet Express Freight

Chicago, Illinois From $50 an hour Owner Operator Posted: 2025-10-30
Build your career in Illinois with Bullet Express Freight, where independent contractors thrive in a vibrant freight market. Offering an impressive $50.00 per hour, our owner operator positions provide you with the opportunity to carve out a successful business in a state known for its welcoming atmosphere for entrepreneurs. In Illinois, benefit from a robust package designed to support your endeavors as you navigate diverse routes. Transform your driving expertise into a rewarding venture right here in Illinois!
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Owner Operator - Tanker Driver

Altom Transport, Inc.

Chicago, Illinois $150,000 - $300,000 a year Owner Operator Posted: 2025-10-30
Lead the way in Illinois with Altom Transport, Inc. as an owner operator CDL driver. In the thriving freight market of Illinois, where independence flourishes, you’ll find exceptional opportunities to build your own business. Enjoy competitive compensation while driving on routes that allow for home time in the evenings. With favorable conditions for independent contractors, your journey in Illinois promises superior rewards and a fruitful partnership in a business-friendly landscape. Join us in shaping the future of transportation in Illinois!
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Owner Operator CDL A OTR

FREIGHTX LLC

Chicago, Illinois $6,000 - $9,000 a week Owner Operator Posted: 2025-12-14
Advance your career with FREIGHTX LLC by taking advantage of the robust logistics network in Illinois, where high freight volumes and strategic infrastructure support our owner operator jobs. Operating from Chicago, you'll benefit from competitive fuel discounts and a dedicated fuel card, ensuring profitability while enjoying prime access to major trade routes. Join us to experience both excellent earnings potential and the convenience of home time that comes with Illinois' thriving transportation hubs.
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Class A OTR Owner Operator - Chicago

US Expediting & Logistics LLC

Chicago, Illinois $1.20 per mile Owner Operator Posted: 2025-12-14
Start your journey with US Expediting & Logistics LLC in IL 60604, where a robust logistics network and high freight volume create ideal conditions for owner operator jobs. The extensive infrastructure of Chicago ensures efficient routes and timely deliveries, enhancing your earning potential. With generous fuel discounts, you can maximize your profits while enjoying the benefits of being part of a reputable company in a thriving metropolitan area.
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TRUCK DRIVER / OTR / DEDICATED LANES

Road Runners America Logistics LLC

Chicago, Illinois $2,200 - $3,500 a week Owner Operator Posted: 2025-12-14
Begin your career with Road Runners America Logistics LLC, where owner operator jobs in Illinois thrive thanks to the state's strategic transportation networks and high freight volume. The robust infrastructure in Illinois, especially in Chicago, allows for efficient routes and faster deliveries, ensuring you maximize your earnings. With competitive pay and the added benefit of a fuel card, this opportunity provides both financial rewards and the flexibility that owner operators desire. Embrace a profitable path in a logistics hub.
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Maximize Your Income: CDL A Owner Operators Keep 90% Gross!

Victory Truck & Trailer Repair

Chicago, Illinois $2,500 - $3,500 a week Owner Operator Posted: 2025-12-14
Haul freight across the dynamic transportation landscape of Illinois with Victory Truck & Trailer Repair, where owner operator jobs offer a stellar 90% gross income. The state's strategic location and robust infrastructure facilitate seamless access to major highways, ensuring consistent, high-volume freight opportunities. Enjoy the perk of a passenger ride along program, providing valuable companionship while you leverage Illinois’ logistics advantages to maximize your earnings and professional growth in a thriving trucking environment.
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Owner-Operator Box Truck

P & J CARRIERS INC

Chicago, Illinois $5,500 - $7,500 a week Owner Operator Posted: 2025-12-14
As an owner operator with P & J CARRIERS INC in Illinois, you will take advantage of the state’s prime logistics network and significant freight volume, making your routes efficient and profitable. With access to major highways and intermodal facilities, working from Chicago allows you to maximize your haul and minimize downtime. Enjoy a competitive salary along with a fuel card to help manage expenses, ensuring that your operational costs remain low while you grow your business.
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Owner Operators with 24-26' Box Trucks

Hurdle 2 Success

Chicago, Illinois $3,400 - $4,700 a week Owner Operator Posted: 2025-12-14
Discover an exceptional opportunity with Hurdle 2 Success in Illinois, where owner operator jobs benefit from the state's robust logistics network and high freight volume. With easy access to major highways and transportation hubs, driving within this region ensures efficiency and consistent work. Operators enjoy a competitive salary and flexible home time, allowing you to balance your professional and personal life while taking full advantage of the flourishing freight landscape that Illinois offers.
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CDL Class A OWNER OPERATOR Flatbed | 80% PAID TO YOU

KK Transport

Chicago, Illinois $286,000 - $390,000 a year Owner Operator Posted: 2025-12-14
Haul your potential to new heights with KK Transport in Illinois, where an expansive logistics network and high freight volume create exceptional opportunities for owner operator jobs. Operating from a strategic hub like Chicago ensures quick access to major routes, enhancing your efficiency and profitability. Enjoy an impressive 80% pay structure that rewards your hard work, while benefits such as a passenger ride along program and health insurance offer additional peace of mind as you navigate this thriving region.
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CDL Truck Driver

Harmony logistics llc

Chicago, Illinois $5,700 - $6,500 a week Owner Operator Posted: 2025-12-14
Deliver exceptional service with Harmony Logistics LLC, where owner operator jobs in IL 60607 provide access to one of the nation’s busiest freight corridors. Chicago's strategic position and robust infrastructure ensure a steady stream of high-volume loads, allowing for consistent earnings potential. With competitive pay and time at home, you'll appreciate the balance of driving and personal life. Join a company that values your expertise while maximizing your opportunities in a thriving logistics environment.
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Box Truck Owner Operator

H8 Trucking

Chicago, Illinois $4,000 - $5,500 a week Owner Operator Posted: 2025-12-14
This is an exceptional opportunity with H8 Trucking, located in the bustling IL 60618, where robust logistics and high freight volume create a thriving environment for owner operator jobs. The strategic infrastructure in Chicago facilitates efficient routes and timely deliveries. You can enjoy competitive earnings while experiencing flexibility in your schedule, allowing for ample home time. Join our team and take advantage of the vibrant trucking landscape that Illinois offers.
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Sleeper Owner Operators | Drop & Hook | Fast Start

Priority Freight LLC

Chicago, Illinois $8,000 - $12,000 a week Owner Operator Posted: 2025-12-14
Start your journey with Priority Freight LLC in Illinois, where the state's extensive logistics network and high freight volume facilitate consistent loads for our owner operator jobs. With access to major highways and crucial distribution points, you’ll enjoy efficient routes and a thriving market environment. Our competitive compensation package includes bonus opportunities, ensuring you maximize your earnings while experiencing flexible home time. Join us today in Chicago and capitalize on the advantages this location offers.
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CDL A Owner Operators - Regional

Beemac Trucking, LLC

Chicago, Illinois $4,000 - $8,000 a week Owner Operator Posted: 2026-03-01
Drive your future with Beemac Trucking, LLC in IL 60691, an area renowned for its robust logistics network and high freight volume that maximizes your earning potential as an owner operator. The strategic position of Chicago enhances transport efficiency, allowing you to benefit from flexible routes and consistent loads. With a competitive salary structure and appealing perks like fuel discounts, this opportunity not only provides great financial rewards but also helps you maximize your time on the road.
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CDL A Semi Truck Owner Operators - FlatBed/Dry Van/ Reefer available!

Empire National

Chicago, Illinois $4,000 - $6,000 a week Owner Operator Posted: 2026-03-01
Take advantage of the booming logistics industry in Illinois with Empire National’s owner operator jobs. The state's robust freight volume and well-maintained infrastructure, especially around Chicago, provide endless opportunities for efficient routing and timely deliveries. With competitive compensation packages and a dedicated fuel card to help manage expenses, this role promises both financial rewards and the flexibility of self-employment, making it an ideal choice for experienced operators.
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Now Contracting 26FT Box Truck Owners – Regional & OTR Runs

Empire National

Chicago, Illinois $4,000 - $8,000 a week Owner Operator Posted: 2026-03-01
Accelerate your career with Empire National in Illinois, where the state's dynamic logistics network and substantial freight volume create unparalleled opportunities for owner operator jobs. The extensive infrastructure supports efficient routes that maximize your earnings while minimizing downtime. Enjoy substantial fuel discounts that enhance your profitability and keep your business thriving. With Chicago as your base, you can easily connect to major shipping hubs, making your journey as rewarding as it is efficient.
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12% Amazon Drop and Hook OTR for Owner Operators - Chicago, IL

BIAFREEDOM LINES LLC

Chicago, Illinois $7,000 - $10,000 a week Owner Operator Posted: 2026-03-01
Lead your career with BIAFREEDOM LINES LLC, where owner operator jobs in Illinois provide unmatched opportunities due to the state’s integral position in the national logistics network. Chicago’s vibrant freight market and extensive infrastructure ensure consistent routes and high freight volume, allowing you to maximize your earnings potential. With a generous fuel card and discounts, you can enjoy significant savings while experiencing the flexibility of the OTR lifestyle and regular home time, making this role ideal for dedicated professionals.
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Owner Operators Needed – Cargo vans, sprinters & Large Box Trucks

TRANSGEORGIA LLC

Chicago, Illinois $5,811 - $6,405 a week Owner Operator Posted: 2026-03-01
As a key hub in the national logistics network, Illinois offers exceptional opportunities for owner operator jobs with TRANSGEORGIA LLC, where the high freight volume and well-established infrastructure allow for efficient operations and competitive earnings. Based in Chicago, you'll benefit from a strategic location that ensures excellent access to major highways and markets. The potential for substantial income, combined with a robust referral program, makes this role a prime choice for owner operators seeking both freedom and financial rewards.
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Class A OTR Owner Operator - Chicago

US Expediting & Logistics LLC

Chicago, Illinois $1.20 per mile Owner Operator Posted: 2026-03-01
As an owner operator for US Expediting & Logistics LLC in IL 60604, you will thrive in a hub of logistics and freight volume that enhances your efficiency and opportunities. Chicago's robust infrastructure supports seamless transit routes, ensuring timely deliveries and maximizing your potential earnings. Enjoy competitive pay along with a valuable fuel discount that boosts your overall profitability, making this position ideal for dedicated professionals ready to capitalize on the city's vast shipping network.
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CDL A Owner Operator Truck Drivers

Beemac Trucking, LLC

Chicago, Illinois $4,000 - $10,000 a week Owner Operator Posted: 2026-03-01
Work alongside Beemac Trucking, LLC in IL 60691, where a robust logistics network and significant freight volume position owner operators for success. Chicago's extensive infrastructure ensures efficient routes and timely deliveries, while our competitive compensation structures allow you to maximize your earnings and enjoy regular home time, making this opportunity particularly appealing for those driven to thrive in a dynamic environment. Join us today and experience the benefits of working with an established leader in the trucking industry.
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OWNER OPERATOR - CHICAGO

ARL NETWORK

Chicago, Illinois $2,400 - $3,200 a week Owner Operator Posted: 2026-03-01
Drive into opportunity with ARL NETWORK in IL 60290, where the robust logistics and high freight volume of Chicago enhance our owner operator jobs significantly. The extensive infrastructure here offers seamless connections to major highways, ensuring efficiency and frequent deliveries. As you thrive in this dynamic environment, enjoy the benefit of a competitive compensation structure and bonus opportunities, allowing you to maximize your earning potential while achieving optimal home time.
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Local Chicago Class A CDL Owner Operator

TETRO

Chicago, Illinois $2,500 - $5,000 a week Owner Operator Posted: 2026-03-01
Start your journey with TETRO in IL 60691, where owner operator jobs thrive due to Chicago's robust logistics network and high freight volume. The city serves as a major freight hub, providing unparalleled access to top-tier distribution channels. Enjoy flexible home time that keeps you connected to your community while maximizing your earnings potential. Join our dedicated team and leverage the strategic infrastructure that makes this role a gateway to success and growth in the transport industry.
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Experienced Class A Owner Operator OTR

Chicago Freight Inc.

Chicago, Illinois $3,500 - $5,000 a week Owner Operator Posted: 2026-03-01
Operate your own successful business with Chicago Freight Inc. in IL 60691, where the vibrant logistics scene of Chicago provides unparalleled freight volume and advanced infrastructure to maximize your routes. This position as an Experienced Class A Owner Operator OTR offers competitive compensation and flexibility, allowing you to balance your professional and personal life effectively. Join a team that values your independence and supports your entrepreneurial journey while capitalizing on one of the busiest transportation hubs in the country.
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Owner Operators - Home Daily

LC Transportation Inc

Chicago, Illinois $3,500 a week Owner Operator Posted: 2026-03-01
Accelerate to new opportunities with LC Transportation Inc in IL 60691, where the thriving logistics hub of Chicago enhances your owner operator jobs with robust freight volume and excellent infrastructure. Benefit from a well-established network that supports frequent routes, ensuring you can enjoy the advantage of home daily work. Grow your earnings while taking advantage of our fuel card and referral program, reflecting our commitment to your success and well-being on the road.
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Class A CDL - Owner Operator

New Waverly Transportation

Chicago, Illinois $200,000 - $250,000 a year Owner Operator Posted: 2026-03-01
Lead your career forward with New Waverly Transportation in IL 60290, where the robust logistics infrastructure and high freight volume enhance owner operator jobs in the bustling Chicago area. This strategic location allows for unparalleled access to major highways and distribution hubs, ensuring efficient routes and increased earning potential. Enjoy competitive rates alongside valuable perks like fuel discounts, all while maximizing your home time. Join us and experience the benefits of driving in one of the nation’s busiest freight corridors.
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Owner Operator - Dry-van, Power Only

Buchheit Logistics

Chicago, Illinois $4,000 - $6,000 a week Owner Operator Posted: 2026-03-01
Deliver exceptional service as an owner operator with Buchheit Logistics in IL 60691, where the vibrant freight corridors and advanced infrastructure of Chicago ensure a steady flow of logistics opportunities. The region's high freight volume translates to competitive earnings potential, providing stability for your operations. Furthermore, the passenger ride-along program enhances your work-life balance, allowing family connections on the road. Experience the benefits of partnering with a dynamic company in a prime location for transport success.
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CDL A Owner Ops - Local Rail Containers

Evans Network of Companies

Chicago, Illinois $2,000 - $4,000 a week Owner Operator Posted: 2026-03-01
Discover the benefits of working with Evans Network of Companies in IL 60691, where vibrant logistics and high freight volume create exceptional opportunities for owner operator jobs. Chicago’s advanced infrastructure ensures efficient routes and quick turnaround times, allowing you to maximize your earnings while enjoying a competitive salary. With additional perks like a fuel card and employee discounts, you can elevate your business in a thriving hub that supports your success on the road.
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CDL A O/O - CHI Home Nightly Containers

Evans Network of Companies

Chicago, Illinois $2,500 - $4,000 a week Owner Operator Posted: 2026-03-01
Drive your career forward with Evans Network of Companies in IL 60691, where the state’s robust logistics infrastructure and abundant freight volume create an ideal environment for owner operator jobs. Operating from Chicago ensures you enjoy a prime location for excellent route efficiency, enabling you to maximize earnings while returning home nightly. In addition to competitive pay, you’ll benefit from fuel cards and discounts, making this opportunity particularly rewarding both professionally and personally.
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CDL A Owner Operator Openings

Evans Network of Companies

Chicago, Illinois $1,500 - $2,500 a week Owner Operator Posted: 2026-03-01
Advance your career with Evans Network of Companies in Chicago’s 60612, an area strategically positioned at the heart of Illinois' expansive logistics network, enhancing your routes with high freight volumes and optimal infrastructure. As an owner operator, enjoy the benefit of competitive pay alongside attractive fuel discounts that maximize your earnings. Join a company that values your independence while providing the support needed for success in one of the nation's bustling freight hubs.
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CDL A Owner Operator Truck Driver

L R LOGISTICS

Chicago, Illinois $5,000 - $6,500 a week Owner Operator Posted: 2026-03-01
Start your journey with L R LOGISTICS in IL 60691, where the strategic location in Chicago offers unmatched access to major freight corridors, significantly enhancing your potential for consistent work and efficient routes. As an owner operator, you’ll benefit from a robust logistics network, high freight volume, and a supportive community that values your expertise. Enjoy substantial fuel discounts that maximize your profits while experiencing the vibrant culture of the Windy City, making this opportunity a lucrative choice.
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CDL A Owner Operator Dedicated Lanes

DR TRANS LLC

Chicago, Illinois $7,000 - $12,000 a week Owner Operator Posted: 2026-03-01
Work within the dynamic logistics hub of IL 60691 alongside DR TRANS LLC, where owner operator jobs offer unmatched access to a vibrant freight market supported by a robust infrastructure. Chicago’s strategic location ensures high-volume routes, maximizing your earnings potential. Enjoy the benefit of consistent home time while leveraging our fuel cards, safety equipment, and generous referral program to boost your operational efficiency. Take the wheel of your success in one of the country's most essential transport regions.
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CDL A Owner Operators - Home Daily

FREIGHT TECH CARTAGE

Chicago, Illinois $2.45 per trip Owner Operator Posted: 2026-03-01
At FREIGHT TECH CARTAGE, owner operator jobs in IL 60691 provide an exceptional opportunity for experienced professionals to thrive in a metropolitan hub renowned for its robust logistics and high freight volume. Chicago’s superior infrastructure allows for efficient routes and quick access to major highways, ensuring you maximize your earnings. Enjoy the perk of home daily, minimizing time away while maximizing earnings potential and benefiting from amenities like free parking and a fuel card.
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Explore Owner Operator trucking opportunities across Illinois.