CDL Jobs in Chicago, Illinois

Find truck driving opportunities in Chicago – Local, Regional, OTR & Owner Operator positions available.

Chicago offers exceptional opportunities for CDL drivers as the transportation hub of the Midwest and one of America's largest freight centers. Located at the intersection of major interstate highways including I-94, I-90, and I-55, Chicago provides unparalleled access to shipping routes connecting the East and West coasts. The city's extensive transportation network creates massive demand for local, regional, and long-haul drivers serving O'Hare International Airport, the Port of Chicago, and countless distribution facilities. Chicago CDL drivers benefit from competitive wages, with average salaries ranging from $68,000 to $100,000 annually, plus comprehensive benefits packages. The city's diverse economy supports various freight types, from manufacturing goods to agricultural products and e-commerce deliveries, ensuring consistent job availability year-round. With major distribution centers for Amazon, UPS, FedEx, and countless other companies, Chicago remains the premier destination for professional truck drivers seeking stable, high-paying careers.

Available CDL Jobs in Chicago, Illinois

Browse Local, Regional, OTR, and Owner Operator opportunities in Chicago

Search by company name, benefits, or job features

Regional Class A-Truck Driver

The Sherwin-Williams Company

Chicago, Illinois $0.73 per mile Regional
Start on a rewarding career as a Regional Driver with Sherwin-Williams in Chicago, IL. Enjoy job security, competitive benefits, and a supportive work environment.
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CDL-A Truck Driver - Regional OTR - No Touch Freight

G&D Integrated

Chicago, Illinois Up to $100,000 a year Regional
Drive for G&D Integrated in Joliet, IL, with weekly home time, choice of pay structure, and a supportive team environment. Earn up to $100,000 yearly with full benefits and advancement opportunities.
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CDL-A Truck Driver, Regional

Online Transport

Chicago, Illinois $0.60 per mile Regional
Online Transport is hiring CDL-A Truck Drivers in multiple regions, offering competitive pay, benefits, and a supportive work environment. Join us for a fulfilling career on the road.
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CDL A Truck Driver, Home Weekly Regional

HMD Trucking Inc

Chicago, Illinois $0.65 per mile Regional
Become a core part of HMD's fleet, operating Peterbilt 579 trucks with competitive pay, home time, and benefits. Join us to drive your career forward.
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CL A Dedicated Regional Home Weekly- Riders & Pets Welcome Full Benefits

The Wick Transport

Chicago, Illinois $1,400 - $1,600 a week Regional
Hiring Class A drivers for a regional role with dedicated tractor, competitive pay, and comprehensive benefits package. Home weekly in multiple states.
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Regional Class A CDL Intermodal Company Solo Driver - Home Daily

DriveLine Solutions

Chicago, Illinois $1,200 - $1,500 a week Regional
Exciting regional opportunity for Class A CDL solo drivers. Earn $1,200 - $1,500 weekly with no-touch freight. Must have 2 years experience and live near Chicago.
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Regional Tanker and Van Truck Driver

Pullman Logistics LLC

Chicago, Illinois Up to $80,000 a year Regional
Pullman Logistics seeks local tanker and van drivers in Chicago. Earn up to $80,000 annually with family-owned values, diverse workforce, and strong benefits package.
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Class A CDL Drivers Needed - Regional Dedicated | Home Weekly | No Touch

Trucking Pro

Chicago, Illinois From $1,500 a week Regional
Become a Local Intermodal driver in Chicago, IL, with consistent home time, $1,500 weekly pay, and growth opportunities. Apply today for immediate start!
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Regional CDL Class A Truck Driver

JRayl Transport Inc

Chicago, Illinois $1,200 - $1,500 a week Regional
Embark on a fulfilling career as a Regional/OTR CDL Class A Truck Driver at JRayl Transport. Competitive pay, benefits, and diverse trucking routes for experienced drivers.
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Class A-CDL Regional Driver

Trucker Time Xpress LLC

Chicago, Illinois $1,400 - $1,600 a week Regional
Join our team as a regional truck driver operating in Iowa, Wisconsin, and Indiana. Enjoy $1400-$1600 weekly pay, home time, and newer trucks. Must reside within 50 miles of Chicago.
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OWNER OPERATOR - $6,000-$9,000

Modena Freight

Chicago, Illinois $6,500 - $10,000 a week Owner Operator
Expanding trucking company seeks owner operators for regional routes. Earn $6,000-$10,000 weekly gross income with steady loads, no waiting, and benefits including fuel card and trailer programs.
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Class A CDL Owner Operator

Laurelle Empire LLC

Chicago, Illinois $2,500 - $3,500 a week Owner Operator
Laurelle Empire, a reputable and inclusive employer, offers a chance to grow professionally with opportunities to become a driver trainer after one year of service.
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CDL Class A Owner Operator

Optimus Dispatching Services, LLC

Chicago, Illinois $5,000 - $10,000 a week Owner Operator
Optimus Dispatching is known for its commitment to simplifying trucking business operations and ensuring client satisfaction. Join us for career growth opportunities, a stellar company reputation, and professional development.
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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
Our company in Naperville, IL offers 24/7 support, career growth opportunities, and a strong reputation in the industry. With a referral program and safety equipment provided, you can thrive in a professional environment.
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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
Become part of a prominent dispatch service known for providing superior service and competitive rates. Take advantage of career growth opportunities, professional development, and a strong company reputation.
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CDL A Flatbed Owner Operator

Beemac Trucking

Chicago, Illinois $6,000 - $8,000 a week Owner Operator
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
Join our established transportation company as Class A commercial driver with competitive salary, comprehensive benefits package, consistent regional routes, and opportunities for career advancement and professional growth.
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Owner Operator

ALLSTATES EXPRESS INC

Chicago, Illinois $2,000 - $3,000 a week Owner Operator
Allstates Express is known for its dedication to owner-operators' success, offering opportunities for career growth, professional development, and a strong company reputation in the transportation industry.
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Owner Operator Truck Driver

Flex Transport inc

Chicago, Illinois $5,899 - $6,990 a week Owner Operator
Join a reputable company offering career growth and professional opportunities. Rent a semi-truck for $1000 weekly and earn up to $9,000 in gross. Perfect for owner-operators, solo, or team drivers.
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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
Experience career growth and professional opportunities with our reputable company. Benefit from a fuel card, pet rider program, and various supplemental pay options. Join our team and thrive in the transportation industry.
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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
Join a reputable company in Chicago, IL offering career growth opportunities for Class A CDL Owner Operators. Enjoy flexible schedules, national fuel discounts, and a supportive work environment.
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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
Wheel Trans Logistics offers a chance for career growth and professional development. With dedicated routes and various job types, drivers can maximize their earnings and reputation in the industry.
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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
CHOA Global Inc. in NYC offers a chance to partner with a reputable company focused on driver success. Grow your career with a team dedicated to rejecting industry failure rates.
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OWNER OPERATOR - $6,000 - $9,000

J&M Enterprises

Chicago, Illinois $6,000 - $9,000 a week Owner Operator
Our company has a strong reputation for providing regional and OTR operations without idle time. With the opportunity for career growth and professional development, you can count on support from Jordan at 601-270-6530.
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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
Launch your future in Chicago with RANDS TRUCKING! Enjoy an impressive salary of $225,000/year while tapping into a vibrant contractor community that thrives in this market. Benefit from a generous package designed for owner-operators, providing access to invaluable business resources and diverse freight opportunities. Build your independent business locally and take advantage of the unique advantages this area offers. Your journey toward success begins here!
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Seeking CDL Class A Owner Operators

Fox Freight, Inc.

Chicago, Illinois $6,000 - $8,000 a week Owner Operator
Your career starts in Chicago, where owner operators can thrive with Fox Freight, Inc. In this bustling market, enjoy the advantages of a vibrant contractor community and endless freight opportunities. Earning up to $8,000.00 per week, you’ll also benefit from a generous package that supports your independent business. The resources available locally empower you to take charge of your career while connecting with a network dedicated to your success.
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Owner/Operator

Merx Global

Chicago, Illinois $4,000 - $6,000 a week Owner Operator
Build your career from Melrose Park with Merx Global, where owner-operators can earn up to $6,500 per week. This market offers a vibrant contractor community, providing unparalleled resources for independent businesses. Enjoy a generous package designed to support your success, along with a complete benefits suite that empowers you to thrive. With various freight opportunities available in the area, you’re positioned to build a rewarding future in the heart of Illinois.
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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
Excel in the Chicago market by partnering with Reserve Truck Lines LTD. This area is teeming with freight opportunities, making it an ideal place to build your independent business. Owner-operators can enjoy a superior compensation package that averages around $6,000.00 per week, alongside essential medical benefits. With a robust contractor community and access to invaluable business resources, this market offers the perfect environment for success in the trucking industry.
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Owner/Operator/Fleet Owner

Kerr Relocation LLC

Chicago, Illinois $5,000 - $12,000 a week Owner Operator
Build your career from Chicago with Kerr Relocation LLC, where local drivers earn an impressive $12,000.00 per week. Enjoy routes that allow you to serve businesses in the area while being home every night, fostering community connections. The generous package includes health insurance, dental, and vision coverage, ensuring you and your family are well taken care of. Embrace the opportunity to thrive locally while navigating familiar roads and building lasting relationships.
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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
Excel in the Chicago market while driving your career with Victory Truck & Trailer Repair. Locally, owner operators find exceptional opportunities with a generous package that includes a competitive salary of $3,500.00 per week. Leverage the area’s thriving contractor community and abundant freight opportunities to build a successful independent business. Enjoy a complete benefits suite designed to support your goals while enjoying the unique advantages of this vibrant market.
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Owner-Operator Box Truck Driver

Ambufreight

Chicago, Illinois $2,000 - $3,000 a week Owner Operator
Drive success from Chicago with Ambufreight, where owner-operator CDL positions offer unparalleled opportunities in this vibrant market. Enjoy an impressive salary of $3,000.00 per week while tapping into vital routes and resources that only a metropolitan hub can provide. Build your independent business within a thriving contractor community, all backed by a generous package that supports your entrepreneurial journey. Take advantage of the countless freight opportunities this area has to offer.
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Intermodal Owner Operator - Redbird Carriers

Redbird Carriers

Chicago, Illinois Up to $3,500 a week Owner Operator
Discover advantages in La Grange for owner operator CDL positions with Redbird Carriers. This area boasts a vibrant contractor community and a strategic location, offering excellent freight opportunities. Enjoy a generous package with an impressive salary of $3,500 per week, complemented by a complete benefits suite designed for your success. Here, you’ll find the resources necessary to build and thrive as an independent business owner.
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STRAIGHT TRUCK OWNER OPERATOR

Bullet Express Freight

Chicago, Illinois From $50 an hour Owner Operator
Excel in the Elk Grove Village market with Bullet Express Freight, where owner-operators are valued for their independence and expertise. Benefit from competitive pay at $50.00 per hour while enjoying a generous package designed to support your business growth. The city offers a vibrant contractor community and robust freight opportunities, allowing you to thrive in a supportive environment. This area is ideal for those committed to building a successful independent business.
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Owner Operator - Tanker Driver

Altom Transport, Inc.

Chicago, Illinois $150,000 - $300,000 a year Owner Operator
Experience opportunity in Chicago with Altom Transport, Inc. As an owner-operator in this area, you’ll benefit from a thriving contractor community and extensive freight opportunities that support your independent business. Enjoy competitive compensation along with a generous package that includes a comprehensive benefits suite designed to enhance your operations. With robust resources and support locally, you’ll be positioned to thrive in this dynamic market. Embrace the potential that awaits you in Illinois.
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Owner Operator CDL A OTR

FREIGHTX LLC

Chicago, Illinois $6,000 - $9,000 a week Owner Operator
Choose FREIGHTX LLC in Chicago, where booming local demand and a dense network of routes facilitate efficient transportation for Owner Operator CDL A OTR professionals. This prime location ensures continuous freight availability, optimizing both loading and unloading operations. Enjoy home-time advantages while earning $6,000 - $9,000 weekly. Benefit from our competitive fuel card and discounts, all while leveraging proximity to major highways, enhancing your transport efficiency and profitability.
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Class A OTR Owner Operator - Chicago

US Expediting & Logistics LLC

Chicago, Illinois $1.20 per mile Owner Operator
Chicago's dynamic logistics hub provides Class A OTR Owner Operators at US Expediting & Logistics LLC with unparalleled opportunities, thanks to its proximity to key interstate highways and thriving freight corridors. Operating here means efficient route density and consistent demand, enhancing profitability with competitive compensation at $1.20 per mile. The location facilitates frequent returns, balancing work and home life, with added advantages like fuel discounts boosting overall earnings. A compelling base for success in the Midwest and beyond.
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TRUCK DRIVER / OTR / DEDICATED LANES

Road Runners America Logistics LLC

Chicago, Illinois $2,200 - $3,500 a week Owner Operator
Drive with Road Runners America Logistics LLC in Chicago for competitive weekly earnings of $2,200 to $3,500. Chicago's bustling transportation hub ensures consistent freight loads and optimal route density, enhancing your efficiency and profitability. Enjoy strategic proximity to major interstates, which provides seamless access and improved time management on dedicated lanes. Benefit from our fuel card and referral program, tailored to support owner operators who seek stability in a thriving market.
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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
Thriving in Chicago with Victory Truck & Trailer Repair means accessing dense freight corridors that enhance route efficiency and maximize earnings, with owner operators earning $2,500 - $3,500 weekly. Situated at the crux of major expressways, Chicago provides streamlined access to lucrative hauls, ensuring swift turnover and minimized downtime. Beyond top pay, benefit from amenities like our passenger ride-along and pet program, blending lucrative work with comfort and flexibility right in the heart of the Midwest logistics hub.
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Owner-Operator Box Truck

P & J CARRIERS INC

Chicago, Illinois $5,500 - $7,500 a week Owner Operator
Start your journey as an Owner-Operator Box Truck driver with P & J CARRIERS INC in Chicago, where the bustling transportation hub offers unparalleled opportunities. With significant freight availability due to its strategic location near major interstates, Chicago ensures dense routes for optimized earnings. Enhance your career with a competitive salary range of $5,500 - $7,500 weekly while benefiting from a fuel card perk. The city's vibrant logistics network supports your success and maximizes efficiency.
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Owner Operators with 24-26' Box Trucks

Hurdle 2 Success

Chicago, Illinois $3,400 - $4,700 a week Owner Operator
Strategically positioned in Chicago, Hurdle 2 Success offers owner operators with 24-26' box trucks competitive weekly earnings of $3,400 - $4,700. The city’s extensive network of highways, such as I-90 and I-94, facilitates efficient freight movements and ensures ample opportunities thanks to high local demand. Enjoy the advantage of dense route availability while maintaining better home-time balance, making it an ideal location for committed professionals seeking growth in the logistics sector.
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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
Drive your success with KK Transport in Chicago, where the strategic advantage of being a major freight hub significantly boosts earnings. Command a lucrative salary between $286,000 and $390,000 annually as you leverage the ample freight availability and dense route networks in this bustling city. Enjoy the perks of efficient route planning, ensuring more home time and operational efficiency, while our comprehensive benefits, including a passenger ride-along program and health insurance, support your professional journey.
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CDL Truck Driver

Harmony logistics llc

Chicago, Illinois $5,700 - $6,500 a week Owner Operator
Embrace the thriving logistics scene as a CDL Truck Driver with Harmony logistics llc in Chicago, IL 60607, where local demand fuels steady freight availability. The city’s strategic location offers access to major interstate systems, ensuring efficient route density for optimal operations. Benefit from competitive earnings of $5,700 - $6,500 weekly, alongside perks like a fuel card and comprehensive insurance options. Join a network designed for success, maximizing both your work and home-life balance.
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Box Truck Owner Operator

H8 Trucking

Chicago, Illinois $4,000 - $5,500 a week Owner Operator
Join H8 Trucking as a Box Truck Owner Operator in the bustling city of Chicago, IL 60618, where strategic location meets high freight demand. This role benefits from the city's extensive network of major highways and terminals, ensuring efficient routes and frequent assignments. With earnings of $4,000 to $5,500 weekly, drivers enjoy the lucrative opportunities provided by Chicago's vibrant economy. Enjoy favorable home-time thanks to dense commercial routes within the region, enhancing both professional and personal life.
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Sleeper Owner Operators | Drop & Hook | Fast Start

Priority Freight LLC

Chicago, Illinois $8,000 - $12,000 a week Owner Operator
Thrive with Priority Freight LLC in Chicago, where owner operators benefit from the city's robust logistics network and immediate access to major interstates like I-90 and I-94. With competitive earnings ranging from $8,000 to $12,000 weekly, drivers encounter optimal route density enhancing efficiency. The combination of drop and hook convenience and Priority Freight's strategic terminal locations ensures reduced downtime. Enjoy perks including a passenger ride along program, fuel card, and substantial fuel discounts, setting the stage for success.
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CDL A Owner Operators - Regional

Beemac Trucking, LLC

Chicago, Illinois $4,000 - $8,000 a week Owner Operator
Maximize your earnings by partnering with Beemac Trucking, LLC in Chicago, where the strategic location within the bustling Midwest logistics hub ensures steady freight availability. The dense network of major highways like I-90 and I-94 around Chicago facilitates efficient routes, enhancing earning potential to $4,000 - $8,000 weekly. Enjoy the advantage of fuel discounts, accessing a consistent stream of opportunities that perfectly align with your ambitions as an Owner Operator.
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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
This opportunity with Empire National offers owner operators in Chicago an advantageous position due to the bustling freight activity and strategic access to major interstates like I-90 and I-94. Such proximity enhances route efficiency, allowing you to maximize earnings, which range from $4,000 to $6,000 weekly. Additionally, Chicago's robust demand for flatbed, dry van, and reefer transport ensures consistent work and opportunities, complemented by valuable perks like a company-provided fuel card.
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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
Start your journey with Empire National right here in Chicago, where vibrant freight availability and dense routes ensure continuous opportunities for regional and OTR runs. As a 26FT box truck owner operator, earn $4,000 - $8,000 a week while maximizing efficiency with Chicago's proximity to key interstate highways. Our advantage of fuel discounts is enhanced by this city's bustling logistics hub, promising you competitive earnings and streamlined trips amidst a supportive freight ecosystem.
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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
Benefit from driving in Chicago with BIAFREEDOM LINES LLC as an Owner Operator at $7,000 - $10,000 weekly, leveraging the city's extensive terminal networks and proximity to major highways. With a thriving local economy and heavy demand for Amazon drop-and-hook routes, Chicago provides optimal route density and ample freight opportunities. Enjoy perks such as a fuel card, fuel discounts, and a lucrative referral program, all tailored to enhance your earning potential and operating efficiency in this vibrant hub.
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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
Operating in Chicago with TRANSGEORGIA LLC provides Owner Operators with unparalleled benefits due to the city’s bustling freight activity and strategic nature as a logistics hub. Enjoy potential earnings of $5,811 - $6,405 weekly, navigating a network of major interstates and local transport demand. Chicago's advantageous location offers efficient routes and ample opportunities for consistent work, making it an ideal city for maximizing both revenue and flexibility, supported by our comprehensive referral program.
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Class A OTR Owner Operator - Chicago

US Expediting & Logistics LLC

Chicago, Illinois $1.20 per mile Owner Operator
Drive for US Expediting & Logistics LLC as a Class A OTR Owner Operator in Chicago, where bustling commerce meets exceptional route density. Situated near key transportation corridors, Chicago offers unparalleled freight availability, ensuring consistent hauls and maximizing your income at $1.20 per mile. Take advantage of our competitive fuel discount and enjoy the operational efficiencies that arise from our strategic location in Illinois, enhancing both productivity and profitability while keeping you connected to the heart of the logistics industry.
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CDL A Owner Operator Truck Drivers

Beemac Trucking, LLC

Chicago, Illinois $4,000 - $10,000 a week Owner Operator
Drive success with Beemac Trucking, LLC as a CDL A Owner Operator in Chicago, IL 60691. Benefit from the city's strategic location near major interstates and bustling logistics hubs, providing ample freight availability and efficient route options. With earnings ranging from $4,000 to $10,000 weekly, capitalize on Chicago's strong market demand. Enjoy the added advantage of our referral program, making your entrepreneurial journey even more rewarding in this thriving metropolis.
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OWNER OPERATOR - CHICAGO

ARL NETWORK

Chicago, Illinois $2,400 - $3,200 a week Owner Operator
Drive as an Owner Operator with ARL NETWORK in Chicago, IL 60290 and benefit from the city's strategic position at the crossroads of major highways, enhancing route density and freight opportunities. With weekly earnings of $2,400 - $3,200 and access to valuable resources like a fuel card and health insurance, you can leverage Chicago's bustling transportation network to maximize your efficiency and profitability while ensuring more frequent home time in a thriving metro area.
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Local Chicago Class A CDL Owner Operator

TETRO

Chicago, Illinois $2,500 - $5,000 a week Owner Operator
Experience the vibrant logistics hub of Chicago with TETRO as a Local Chicago Class A CDL Owner Operator. Benefit from competitive earnings of $2,500 - $5,000 weekly by taking advantage of Chicago's bustling freight activity and strategic positioning to major interstate connections. Our routes offer optimal efficiency, reducing deadhead miles and increasing earning potential. Enjoy the added perk of a strong referral program, enhancing your professional journey with TETRO in this dynamic city.
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Experienced Class A Owner Operator OTR

Chicago Freight Inc.

Chicago, Illinois $3,500 - $5,000 a week Owner Operator
Take advantage of the thriving freight market by joining Chicago Freight Inc. as an experienced Class A Owner Operator. Located in Chicago, IL 60691, you'll benefit from an extensive route network and high cargo demand, maximizing your earning potential between $3,500 - $5,000 weekly. Enjoy efficient hauls thanks to the city's strategic positioning near major interstates. Additionally, participate in our lucrative referral program, enhancing both professional growth and personal income.
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Owner Operators - Home Daily

LC Transportation Inc

Chicago, Illinois $3,500 a week Owner Operator
Benefit from Chicago's dynamic logistics landscape with LC Transportation Inc, where Owner Operators thrive on a lucrative $3,500 weekly pay and daily home time. Positioned centrally within a vast network of highways and a bustling freight hub, Chicago offers unparalleled route density and consistent demand. Our local terminal network ensures streamlined operations, while amenities like a fuel card and referral program further enhance your professional journey.
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Class A CDL - Owner Operator

New Waverly Transportation

Chicago, Illinois $200,000 - $250,000 a year Owner Operator
Take advantage of Chicago's vibrant transportation hub with New Waverly Transportation, offering Class A CDL Owner Operators an earnings potential between $200,000 - $250,000 annually. This bustling city ensures constant freight availability due to its strategic location at the crossroads of major interstate highways. Benefit from our extensive terminal network and enjoy consistent hauls that maximize both mileage and home-time schedule flexibility, all while utilizing exclusive fuel discounts.
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Owner Operator - Dry-van, Power Only

Buchheit Logistics

Chicago, Illinois $4,000 - $6,000 a week Owner Operator
Operating as an Owner Operator with Buchheit Logistics in Chicago, IL 60691 places you in a prime logistics hub with dense freight routes, enhancing your earning potential to $4,000 - $6,000 a week. Benefit from quick, efficient access to major highways, ensuring optimal route planning. Chicago's vibrant economy guarantees steady loads, while our fuel card and passenger ride-along options offer additional perks tailored to professional drivers looking to maximize both earnings and work-life balance.
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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
Access local rail container opportunities with Evans Network of Companies in Chicago. Being in the heart of the Midwest's freight hub means an abundance of consistent work, making it possible to earn between $2,000 - $4,000 weekly. Chicago's strategic location offers the advantage of dense route networks, ensuring better mileage efficiency and frequent home-time. Benefit from our fuel card, employee discount, and referral program while capitalizing on the bustling logistics scene that Chicago's connectivity provides.
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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
Start your career with Evans Network of Companies, where Chicago's vibrant logistics hub offers exceptional opportunities for CDL A Owner Operators. With the city's central location and extensive route network, you can enjoy lucrative earnings of $2,500 - $4,000 weekly alongside nightly home-time. Chicago's freight demand ensures consistent work, while our fuel card and discount programs optimize your success. Join a company that harnesses the Windy City's unique freight advantages to enhance your driving career.
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CDL A Owner Operator Openings

Evans Network of Companies

Chicago, Illinois $1,500 - $2,500 a week Owner Operator
Immerse yourself in the dynamic logistics landscape of Chicago, IL 60612 with Evans Network of Companies, where the thriving local economy ensures steady freight availability for CDL A Owner Operators. Strategically situated with access to major highways, drivers benefit from efficient route planning and dense shipping corridors. Enjoy a competitive earning potential of $1,500 - $2,500 a week, coupled with the advantage of fuel discounts, making this location an ideal base for maximizing both your income and time at home.
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CDL A Owner Operator Truck Driver

L R LOGISTICS

Chicago, Illinois $5,000 - $6,500 a week Owner Operator
Anchored in the bustling hub of Chicago, L R LOGISTICS offers CDL A Owner Operators unmatched earning potential of $5,000 - $6,500 weekly. With the city's dynamic freight demand and strategic proximity to major interstates like I-90 and I-94, drivers benefit from consistent routes and expedited load availability. Our location ensures minimal downtime and optimized home time, enhanced by exclusive fuel discounts for effective cost management. Join us to leverage Chicago’s logistical strengths for your career growth.
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CDL A Owner Operator Dedicated Lanes

DR TRANS LLC

Chicago, Illinois $7,000 - $12,000 a week Owner Operator
Start your successful driving career with DR TRANS LLC in Chicago, IL 60691, where the thriving local shipping demand and strategic location near key interstates enhance regional efficiency and ensure a consistent stream of loads. As a CDL A Owner Operator, capitalize on these route advantages while earning $7,000 to $12,000 a week and benefiting from provided safety equipment, fuel cards, and generous discounts. Join us to experience optimal home time in this vibrant logistics hub.
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CDL A Owner Operators - Home Daily

FREIGHT TECH CARTAGE

Chicago, Illinois $2.45 per trip Owner Operator
Choose a rewarding role at FREIGHT TECH CARTAGE, where CDL A Owner Operators enjoy home daily benefits in Chicago, IL 60691. This dynamic city, with its robust route network and high freight demand, ensures consistent assignments and maximized earnings at $2.45 per trip. Proximity to major expressways and terminals aids in efficient operations, while perks like free parking and a fuel card further enhance the working experience. Seize the opportunity to thrive in a city bustling with logistical potential.
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Local Class A drivers needed

Semi Fleet Inc

Chicago, Illinois $1,200 - $1,800 a week Local
Join our local CDL driving team and enjoy being home daily while earning $1,200-$1,800 weekly. We're seeking experienced CDL Class A drivers for local routes within 350 miles, with opportunities for multiple daily runs. Perfect for drivers who want consistent local work with full-time employment, on-site mechanical support, and 24-hour dispatch assistance. Clean driving record required with weekend availability.
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Discover CDL truck driving jobs in Chicago, Illinois and nearby areas.