1,221 Results for

Driver Jobs in Westchester, IL

Jobs

Plainfield, IL19 days ago

$85,000–$155,000 Per Year
Contractor

Drivers at Kira Freight play a key role in safely transporting Conestoga, Flatbed, and Step Deck freight across the United States while working with an experienced dispatch and support team dedicated to keeping drivers moving with minimal downtime. This opportunity is perfect for drivers who prefer open deck freight, enjoy OTR driving, and want the flexibility of percentage-based pay with access to steady miles and reliable equipment.

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Joliet, IL4 days ago

Become part of a team that invests in your future, pays you what you’re worth, and gives you the chance to master every corner of the tanker industry. Travel nationwide and support multiple terminals (including occasional air travel).

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Joliet, IL4 days ago

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Aurora, IL4 days ago

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Chicago, IL4 days ago

$1,000–$1,570 Per Week

As a Van Midwest Regional Fleet driver, you'll haul largely no-touch freight to many of the same locations in the central part of the country. Earnings are based on an average of actual Roehl drivers with at least one year of experience.

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Wauconda, IL6 days ago

See Advantage AI Privacy Policy at https://www.advantage.ai/legal/privacy-policy and SonicJobs Privacy Policy at https://www.sonicjobs.com/us/privacy-policy and Terms of Use at https://www.sonicjobs.com/us/terms-conditions. Primarily Midwest and Southern Region, average 2500 miles per week.

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Franklin Park, IL5 days ago

Full pay package also includes other accessorial compensation to include tarp pay, stop pay, detention pay, border crossing pay, safety bonuses, and over-dimensional pay as appropriate. See Advantage AI Privacy Policy at https://www.advantage.ai/legal/privacy-policy and SonicJobs Privacy Policy at https://www.sonicjobs.com/us/privacy-policy and Terms of Use at https://www.sonicjobs.com/us/terms-conditions.

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Griffith, IN5 days ago

Full pay package also includes other accessorial compensation to include tarp pay, stop pay, detention pay, border crossing pay, safety bonuses, and over-dimensional pay as appropriate. That's right Recent CDL-A graduates—qualified applicants with a valid CDL-A license may have the opportunity to receive training and start their driving career with us during this special period and special offer, only valid through May 31, 2026.

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Lake In The Hills, ILToday

$250,000–$400,000 Per Year

See Advantage AI Privacy Policy at https://www.advantage.ai/legal/privacy-policy and SonicJobs Privacy Policy at https://www.sonicjobs.com/us/privacy-policy and Terms of Use at https://www.sonicjobs.com/us/terms-conditions. Industry's Leading Contracts with Top Earnings Potential: (Drivers are averaging $250,000-$400,000 Gross annually).

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East Chicago, INToday

This trucking company offers a range of services tailored to meet each customer's unique needs, from small businesses to large corporations. See Advantage AI Privacy Policy at https://www.advantage.ai/legal/privacy-policy and SonicJobs Privacy Policy at https://www.sonicjobs.com/us/privacy-policy and Terms of Use at https://www.sonicjobs.com/us/terms-conditions.

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Bolingbrook, IL1 day ago

Pay Range: 3500.00-4500.00 per_week, General Benefits: Bi-annual retention bonuses paid out every 6 monthsEarn Extra Money for Hazmat Endorsement – will reimburse for obtaining. $500 at end of week 1 and $500 at end of week 4! IMC Logistics Offers CDL-A Owner Operator: Gross settlements of $4,000-$5,000 per week .

Chicago, IL11 days ago

England is immediately hiring CDL-A drivers for our Dedicated Dollar Tree account in Joliet. This is a high-paying, "stay active" role delivering dry freight across the Midwest.

Arlington Heights, IL9 days ago

$51,000–$103,000 Per Year

Orientation every Tuesday at our state-of-the-art HQ in North Liberty, IAGet your assigned truck by Friday. Latest Kenworth, Freightliner, & International tractorsOur trucks run 68 MPH.

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Chicago, IL1 day ago

Hunt Highway Services and gain access to one of the largest freight bases in the country, providing you with the compensation you want and the miles you need to grow your business. Hunt can take advantage of a variety of cost-saving programs to help maximize profits.

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Chicago, IL1 day ago

$65–$75 Per Hour

With more than 35 years of expertise, our owners and executives know how to support their drivers, keep the fleet operating smoothly, and foster a culture of hard work so drivers can succeed. Free round trip flight back and forth to home for their home time for drivers residing outside our operating area.

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Elgin, ILToday

$1,500–$1,900 Per Week

Our wide array of transportation services offered includes dedicated services, dry van, open deck, truckload, logistics, and heavy haul. At least 2 years of verifiable commercial driving experience in the last 5 years (1-year of verifiable farming or military experience warrants further discussion).

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Chicago, ILToday

$1.30–$1.40 Per Hour

Guaranteed raise at 6 months, 1 year, and 18 months OR guaranteed 1st anniversary raise PLUS 5 CPM when you exceed 20,000 monthly miles - depending on location. Our teams can earn industry-leading pay while driving top-of-the-line equipment and benefiting from the best driver support in the business.

Chicago, IL11 days ago

$4,450–$5,600 Per Week

At Anderson Trucking Service (ATS), our OTR Dry Van Lease Operator program gives you access to quality freight, newer equipment, and full backing from a trusted carrier. Cloud, Minnesota, ATS has built a reputation for supporting drivers, providing reliable freight, and maintaining newer equipment.

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Chicago, IL5 days ago

$85,000–$90,000 Per Year

2,600 - 3,000 miles per week with high refrigerated freight volume. Navajo Express is Now Hiring CDL-A OTR Refrigerated Company Drivers.

Chicago, IL7 days ago

$4,000–$5,000 Per Week

Over the last 42 years, IMC patiently put together a national network, added local terminals, recruited experts to the team and built a technology infrastructure that manages it all. In addition to drayage, we've grown to also offer secured container storage, transloading, intermodal rail, chassis provisioning and project logistics services.

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Evanston, IL4 days ago

$1,350–$1,600 Per Week

Our Experienced Driver Orientation Program keeps you separated from newbies and is only 3-5 days long, depending upon your experience levelIf you have limited or no flatbed experience, we will allow you to ride with a Driver Trainer to learn the ropes of flatbedding. Percentage pay is loved by Experienced drivers because it pays more than traditional per-mile programs, and they get a share of the gain every time TMC gets a rate increase from our customers.

Chicago, IL7 days ago

$1,200–$1,500 Per Week

We appreciate the drivers, mechanics, and office staff who work so hard to make every day run as smooth as possible. By the late 1980s, the West Side trucking operation had expanded into the truckload, dry van business.

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Bellwood, IL4 days ago

See Advantage AI Privacy Policy at https://www.advantage.ai/legal/privacy-policy and SonicJobs Privacy Policy at https://www.sonicjobs.com/us/privacy-policy and Terms of Use at https://www.sonicjobs.com/us/terms-conditions. These are consistent, repeatable runs with established loading and delivery windows and strong weekly earning potential.

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Bedford Park, IL1 day ago

$33–$35 Per Hour

To meet customer requirements and comply with local or state regulations, applicants for certain customer-facing roles may need to: - Undergo additional background screens and/or drug/alcohol testing for customer credentialing. The world’s leading provider of water treatment and process improvements, Nalco Water partners with customers who seek innovative solutions for water and resource constraints.

Calumet City, IL11 days ago

$56,888–$109,383.56 Per Year

Chicago, IL8 days ago

With over a century of experience, 240 service centers spanning North America, and an unwavering commitment to quality, safety and customer service, ABF offers best-in-class LTL transportation for companies of all sizes and industries. Performing various tasks ranging from check-in, tractor/trailer inspection, tractor set up and the pickup and delivery of cargo.

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Mundelein, IL5 days ago

$1,400–$1,550 Per Week

With more than 35 years of expertise, our owners and executives know how to support their drivers, keep the fleet operating smoothly, and foster a culture of hard work so drivers can succeed. K&B Transportation is now offering a new, competitive Home Weekend option for drivers in select Midwest and Central U.S. locations.

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Chicago, IL4 days ago

$68,600–$85,800 Per Year

J&R Schugel continues reinvesting directly in our drivers, bringing new 2026 Kenworth T680 Next Gen trucks into the fleet to support a safer, more comfortable experience. Drive top-notch 2016 & newer refrigerated trailers, hauling dairy, frozen goods, and other temperature-controlled products across the lower 48.

Joliet, IL10 days ago

$34–$35 Per Hour

To meet customer requirements and comply with local or state regulations, applicants for certain customer-facing roles may need to: - Undergo additional background screens and/or drug/alcohol testing for customer credentialing. As a DOT driving professional, you will safely operate a diesel, bulk tanker vehicle over congested city highways, rolling and mountainous terrain, and rural roads.

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Crown Point, IN1 day ago

With more than 35 years of expertise, our owners and executives know how to support their drivers, keep the fleet operating smoothly, and foster a culture of hard work so drivers can succeed. Weekly Guarantee: Start at 75 CPM with a $1,725 weekly minimum guaranteed and $2,000 on top weeks!

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Chicago, ILToday

$56,949.36–$102,993.80 Per Year

That’s right recent CDL-A graduates—qualified applicants with a valid CDL-A license may have the opportunity to receive training and start their driving career with us during this special period and special offer, only valid through May 31, 2026. Full pay package also includes other accessorial compensation to include tarp pay, stop pay, detention pay, border crossing pay, safety bonuses, and over-dimensional pay as appropriate.

Northbrook, IL9 days ago

With pathways for career advancement, from the roads to the offices, Millis Transfer is a family where you can climb the ladder to success within our supportive community. This isn’t merely a workplace; it’s a community where your efforts are acknowledged, your role is crucial, and your presence makes a difference.

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Crown Point, IN5 days ago

We will provide a list of drivers that match your preferences so you can reach out to them at your convenience. Pass a DOT physical, including DOT drug screen and company hair follicle testing .

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Chicago Heights, IL4 days ago

$90,000–$100,000 Per Year

Werner's Career Track Program allows drivers to focus on the enhancement of their skills by getting valuable, hands-on experience with one of our highly skilled Leader Drivers. Whether you’re a seasoned veteran with a knack for hauling refrigerated freight or just starting your career, we have truck-driving jobs available to fit all levels of experience.

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Carol Stream, ILToday

$2,350–$2,949

Our wide array of transportation services offered includes dedicated services, dry van, open deck, truckload, logistics, and heavy haul. Safety & Service Bonus: Earn additional CPM when you drive more miles2,350 - 2,949 miles: Earn an additional 5 CPM! 2,950+ miles: Earn an additional 12 CPM!

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Chicago, IL5 days ago

$0.59–$0.63 Per Year

We offer truckload, dedicated, and intermodal services throughout the eastern United States, with terminals located in Tennessee, Missouri, North Carolina, and Kentucky. Ozark Motor Lines, Inc. partners with drivers across the Mid-South to keep vital supply chains moving.

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Chicago, ILToday

$70,000–$80,000 Per Year

We’re hiring Local, Regional, and OTR CDL-A drivers with routes designed to fit your lifestyle. Whether you’re looking for daily home time or steady long-haul miles, Dart has an option that works for you.

Chicago, IL11 days ago

$65,000–$97,000 Per Year

Earn $65,000-$97,000 per year per driver - average is $70,000 per year per driverEarn an additional 5 CPM paid for all miles north of MD and east of I-81. Latest Kenworth, Freightliner, & International tractorsWe buy new and keep it while under warrantee to have better uptime for you to keep rolling.

Chicago, IL11 days ago

With no money down, no credit check and no balloon payment, this walk-away lease is simply the best ownership program in the industry. Walk-away lease - return your truck hassle-free if ownership isn’t for you.

Lake Bluff, IL8 days ago

Employee Assistance Program (EAP) provides a confidential resource available over text/chat/video to employees and household members to help with navigating life’s challenges. Our pride is in our service as well as our valued employees, and we want you to come aboard and be part of what makes us an elite trucking team.

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Oak Lawn, IL5 days ago

$60,000–$99,000 Per Year

Earn $60,000-$99,000 per year - average is $72,000 per yearEarn an additional 5 CPM paid for all miles driven north of MD and east of I-81. Latest Kenworth, Freightliner, & International tractorsWe buy new and keep it while under warrantee to have better uptime for you to keep rolling.

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Chicago, IL5 days ago

$1,000–$1,525 Per Week

See more about Roehl Transport's benefits by visiting https://www.roehl.jobs/driving-jobs/resources/employee-benefits. Top 50% of Drivers Average $1,405 Weekly - Be Home Every Week (Mostly Weekends).

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Hoffman Estates, IL4 days ago

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Chicago, ILToday

I agree that calls may be made using an automatic telephone dialing system and/or an artificial or prerecorded voice and that messages and emails may be sent using automatic messaging systems. I additionally agree that Western Express, Inc.'s service provider receives in real-time and logs your text messages and emails with Western Express, Inc.

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Chicago, IL3 days ago

$55–$57 Per Week

Founded in 1974, Indian River Transport provides reliable, competitive interstate, intrastate, and international transportation of bulk food-grade commodities. As a leader in bulk liquid food-grade tank carriers, Indian River Transport sets the tone for the rest of our industry.

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Wauconda, IL3 days ago

Trucks are 36 months or newer, include 24/7 Roadside Maintenance and Company Drivers fuel up the trucks at over 800 Maintenance Facilities Nationwide. Endorsements: Hazmat - Within 90 Days of HireWe Reimburse Cost to Obtain Endorsements and Provide Training.

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Hammond, IN2 days ago

$85–$110 Per Year

Now Hiring Class A CDL Truck Drivers - High Earning Potential! Owner Operator Job Offers Salary: $200,000-$325,000+ Apply now to receive your job offers!

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Hammond, IN2 days ago

$85–$110 Per Year

Owner Operator Job Offers Salary: $200,000-$325,000+ Apply now to receive your job offers! Higher pay, increased benefits or more home-time: You choose.

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Aurora, IL1 day ago

$88,000–$88,000 Per Year

Hunt Transport Terms & Conditions at https://drivers.jbhunt.com/terms-conditions and Privacy Policy at https://drivers.jbhunt.com/privacy-policy and SonicJobs Privacy Policy at https://www.sonicjobs.com/us/privacy-policy and Terms of Use at https://www.sonicjobs.com/us/terms-conditions. In addition to the number of activities performed, factors which may affect annualized earnings include training completed, paid breaks, endorsements, tenure, equipment type and number of days worked each week.

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Driver Jobs in Westchester, IL

CDL A Flatbed Company Driver OTR/Regional Kira Freight Inc

CDL A Truck Driver - Hiring Statewide Kenan Advantage Group

CDL-A Truck Driver Kenan Advantage Group

CDL-A Tanker Driver - OTR Kenan Advantage Group

CDL-A Truck Driver - Home Weekly Roehl Transport

OTR Lease Operator ACA Truck Leasing

Flatbed CDL Driver, Regional Route System Transport

Recent Flatbed CDL Driver System Transport

CDL OTR Moving Driver American Van Lines

CDL A Dedicated Truck Driver Werner Enterprises

CDL A Owner Operator IMC Logistics

CDL-A Truck Driver C.R. England

CDL-A Truck Driver Heartland Express

Owner Operator Truck Driver J.B. Hunt Transport

CDL-A Truck Driver - Start at 75 CPM K&B Transportation

CDL-A Truck Driver Tucker Freight Lines

CDL-A Truck Driver - Team Position - $15,000 Sign-On Bonus/Team Transco Lines

OTR CDL-A Truck Driver Anderson Trucking Service

OTR CDL-A Truck Driver Navajo Express

Local CDL-A Truck Driver - Owner Operator IMC Logistics

CDL-A Truck Driver - Home Weekends TMC

CDL-A Truck Driver West Side Transport

CDL A Owner Operator - Home Every Other Day! CWS Dedicated Service

CDL-A Truck Driver Ecolab Inc.

CDL-A Flatbed Truck Driver System Transport

CDL-A Truck Driver ABF Freight

CDL-A Truck Driver - Home Weekly K&B Transportation

CDL-A Refrigerated Truck Driver J&R Schugel

CDL-A Tanker Driver Ecolab Inc.

CDL-A Truck Driver - Earn $1,725/Week K&B Transportation

CDL-A Truck Driver - Recent Grads Welcome System Transport

CDL-A Truck Driver Millis Transfer

CDL-A Truck Driver Team Werner Enterprises

CDL-A Truck Driver Werner Enterprises

CDL-A Truck Driver - Home Weekly Tucker Freight Lines

CDL-A Truck Driver Ozark Motor Lines, Inc.

CDL-A Truck Driver - 100% No-Touch Freight Dart

Experienced CDL-A Team Truck Drivers - Earn $65,000-$97,000/Year Heartland Express

CDL-A Truck Driver - Lease Purchase - No Experience Needed! Western Express, Inc.

Local CDL-A Truck Driver - Home Daily Hub Group

CDL-A Truck Driver - Earn $60,000-$99,000/Year Heartland Express

CDL-A Truck Driver Roehl Transport

Local CDL-A Truck Driver - Multiple Routes Available Hub Group

CDL-A Truck Driver - No Experience Needed! Western Express, Inc.

CDL-A Tanker Truck Driver Indian River Transport

CDL-A Truck Driver Ryder

Class A Dry Van Truck Driving Job ($.60-$.80 CPM) Hiring Now! Hiring Drivers Now

OTR CDL-A Truck Driving Jobs (Earn $85k - $110k+ a Yr!) Apply Now! Hiring Drivers Now

Regional Truck Driver J.B. Hunt Transport

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