449 Results for

OTR Driver Jobs in Chicago, IL

Jobs

New!

Joliet, IL3 days ago

KAG Specialty Products is hiring OTR CDL‑A Drivers who want to stay out, run hard, and earn BIG.If you’re willing to stay “in system” for at least 14 consecutive days, this is one of the highest‑earning mileage packages in the industry. CDL‑A OTR Drivers — High Mileage = High Money | $110,000+ W‑2.

New!

Joliet, IL2 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).

New!

Willowbrook, IL3 days ago

As a family-owned, family-focused, family-driven company, we are committed to offering CDL-A regional truck driving careers with weekend home time, stable freight and excellent earning power while making safety a top priority. Step back from making a mega-carrier mistake and take a closer look at the difference it makes to work with the driver and family-focused team as a CDL-A regional truck driver at McLeod Express!

Chicago, IL9 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.

Chicago, IL10 days ago

Minimum of 6 months of verifiable OTR tractor-trailer experience in the last 12 months or 12+ Months Experience in Last 2 Years. Must be 23 years of age or older (21 years if prior military).

New!

Chicago, IL3 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.

New!

Dolton, IL3 days ago

$15.63–$41.54 Per Hour

Please be advised that Artificial Intelligence (AI) tools may be used to support certain stages of the recruitment process but are not used as a replacement for human decision making. Clean Harbors is looking for a OTR Class A Dry Van Driver to join their safety conscious team in Omaha, NE!

Thornton, IL9 days ago

Bonus: Monthly safety bonus ($175/month); DOT inspection bonus ($50-$100 based on clean inspection. Employment with Road Warrior Staffing is contingent upon successfully passing a pre-employment background check and drug screen.

New!

Homer Glen, IL6 days ago

$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).

New!

Joliet, IL3 days ago

New!

Gary, IN3 days ago

New!

Chicago, IL2 days ago

$56,888–$109,383.56 Per Year

OUR MODERN TRUCKS ARE METICULOUSLY MAINTAINED FOR YOUR SAFETYEvery tractor has a lane departure & forward collision warning system, hard brake monitoring, and a satellite communication device installed. 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.

New!

Chicago, IL2 days ago

$56,888–$109,383.56 Per Year

New!

Chicago, IL2 days ago

$56,888–$109,383.56 Per Year

Calumet City, IL13 days ago

$25–$28 Per Hour
Full-time
Employee

We are hiring experienced OTR Truck Driver CDL-A for port and long-haul operations. Candidates with port experience and a valid TWIC Card will be highly preferred.

New!

Hammond, INToday

$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.

New!

Joliet, IL2 days ago

New!

Tinley Park, IL3 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. Services include refrigerated LTL, dry LTL, dedicated truck loads, air freight, intermodal, warehousing and cold storage.

New!

Buffalo Grove, IL3 days ago

$45–$60 Per Hour

Today, May Trucking Company operates a fleet of more than 1,000 tractors, providing transportation services for refrigerated and dry products throughout the United States. May Trucking Company began in Payette, ID, in 1945, hauling sacks of cement to construction sites.

New!

Chicago, IL3 days ago

$1,430–$2,100 Per Week

Drivers operate late-model trucks, including Peterbilt 579, Freightliner Cascadia and Volvo models, all less than 3 years old. HMD Trucking is hiring experienced CDL Class A drivers experienced with load securement and tarping for OTR Flatbed positions.

New!

Hammond, IN2 days ago

Enjoy 99% no-touch freight, competitive accessorial pay, strong Hazmat pay, and bonuses-including a $2,000 maintenance bonus* for new contractors, the Dart Diamond Rewards annual bonus and a $3,000 referral bonus.*. Pick steady miles and stability, ride high as your own boss, or step into truck ownership with programs designed to reduce risk and increase earning power.

New!

Hammond, IN2 days ago

$0.55–$0.61 Per Year

All pay and bonus amounts may vary by job type, location, experience level, and performance and are subject to change based on company discretion. Typically 10-14 days out with bi-weekly home time, running strong, steady miles across Dart's 30-state network.

Arlington Heights, IL7 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.

New!

Chicago, IL2 days ago

$1,400–$1,600

We know drivers are the backbone of our success, and we work hard to create a safe, supportive environment where your experience is valued and your performance is rewarded. Strong earnings averaging $1,400-$1,600, with 60-61CPM base pay, plus safety and performance incentives built in.*.

New!

South Holland, IL2 days ago

$500–$600 Per Week

With preferred traffic lanes, strong percentage pay, and programs designed to support contractors-not nickel-and-dime them-Blair gives drivers the freedom to run their business with confidence. From weekend home time to transparent settlements and low-cost support, Blair focuses on keeping you moving, earning, and in control.

New!

Hammond, IN2 days ago

From pet-friendly trucks to climate-controlled kennels and dog runs, we've built a place where both you and your co-pilot are taken care of every mile. Drivers average $85,000 per year, or about $1,635 per week, running consistent OTR miles*.

New!

Wauconda, 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. Primarily Midwest and Southern Region, average 2500 miles per week.

New!

Chicago, IL1 day 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.

Chicago, IL9 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.

New!

Oak Lawn, IL3 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.

Oakbrook, KY20 days ago

$1,800–$2,000

Regional Class A CDL Drivers - $1,800 - $2,000 weekly pay. If you're 22 or older, have a Class A CDL, and have at least one year of tractor-trailer experience, we want to hear from you!

New!

Chicago, IL2 days ago

$1.05–$3.50 Per Hour

No need to source freight or manage billing, compliance, or collections-Roadrunner handles it, so you can focus on driving and earning. All pay and bonus amounts may vary by job type, location, experience level, and performance and are subject to change based on company discretion.

New!

Chicago, IL3 days ago

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.

New!

Calumet City, ILToday

$90,000–$95,000 Per Year

With multiple driving opportunities, late-model equipment, and a freight network designed to keep you moving-not waiting-you can choose the path that fits your goals and grow your income your way. Run 2,500-3,000 miles per week across the Midwest, Mid-Atlantic, and Southeast-no NYC and mostly drop + hook to keep your week moving smoothly.

New!

Chicago, IL3 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.

New!

Dolton, IL3 days ago

$15.63–$41.54 Per Hour

New!

Dolton, IL3 days ago

$15.63–$41.54 Per Hour

New!

Chicago, IL2 days ago

$0.55–$0.66 Per Hour

Run 2,200-2,500+ miles per week on steady OTR freight, staying out about two weeks at a time with planned home time built into a reliable work-rest rhythm. Average 2,200-2,500+ miles per week on consistent OTR lanes, typically running one to two weeks out with structured time off you can plan around.

Oak Park, IL9 days ago

$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.

New!

Chicago, ILToday

$60–$65 Per Hour

With multiple driving opportunities, late-model equipment, and a freight network designed to keep you moving-not waiting-you can choose the path that fits your goals and grow your income your way. Independent operators get higher earning potential and business flexibility without the heavy commitment-or financial risk-of full ownership.

New!

Chicago, IL3 days ago

$46,956–$110,205.16 Per Year

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. Accrue 1 hour of sick time per 30 hours worked, then 1-9 years get 80 hours PTO, 10+ years get 120 hours PTO.

New!

Chicago, IL3 days ago

$110,000–$228,800 Per Year

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, IL9 days ago

$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.

New!

Chicago, IL3 days ago

With a fleet of over 260 trucks, we've expanded our capabilities to meet the needs of several industries, offering specialized dry van, hopper, hazardous materials, and freeze-protect services. Top-tier equipment: assigned, late-model Volvos and Freightliners (3 years or newer) with APUs, and no driver-facing cameras.

New!

Chicago, IL3 days ago

$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!

New!

Mundelein, IL3 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.

Lombard, IL12 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.

New!

Hammond, IN2 days ago

$600–$700

Lease Purchase drivers average $6,000 gross per week, earning 72% of linehaul plus fuel surcharge, turning steady freight into serious weekly income. Whether you're running as a company driver or stepping into a Lease Purchase role, Suit offers respectful dispatch, predictable freight, and real support.

New!

Hammond, IN2 days ago

$43–$52 Per Hour

Our leadership team includes former professional drivers and owners with nearly 90 years of combined trucking experience, so we understand what matters on the road-and what doesn't. Get a $1,000 guaranteed weekly* paycheck for your first 4 weeks, then settle into 2,500-3,000 consistent miles per week.

New!

Franklin Park, IL3 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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OTR Driver Jobs in Chicago, IL

Jobs

CDL-A Truck Driver - OTRKenan Advantage Group

CDL-A Tanker Driver - OTRKenan Advantage Group

CDL A Regional OTR Truck DriverMcLeod Express

OTR CDL-A Truck DriverAnderson Trucking Service

OTR Team CDL-A Company Truck Drivers - Multiple Locations - $15,000 Sign-On Bonus per team (limited time)Transco Lines, Inc.

OTR CDL-A Truck DriverNavajo Express

OTR Class A Dry Van DriverClean Harbors

CDL A-OTR Truck Driver IllinoisRoad Warrior

CDL OTR Moving DriverAmerican Van Lines

CDL-A Truck DriverKenan Advantage Group

CDL A Truck DriverKenan Advantage Group

Class A CDL Flatbed OTR Driver: Earn $1,094.00 – $2,103.53 per week. Full BenefitsSystem Transport

Flatbed CDL-A OTR Driver: Earn $1,094.00 – $2,103.53 per week. Full BenefitsSystem Transport

CDL-A OTR Flatbed Driver: Earn $1,094.00 – $2,103.53 per week. Full BenefitsSystem Transport

OTR Truck DriverUtopia Fulfillment

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

CDL A Truck Driver - Hiring StatewideKenan Advantage Group

OTR CDL A Driver Home WeekendsGT Expedited

CDL-A Truck DriverMay Trucking Company

CDL-A Flatbed Truck Driver - $5,000 Sign-On BonusHMD Trucking

Regional Truck Driver: 99% no-touch, 1099 optionsDart Transit

CDL A Truck Driver - $2,000 Sign-OnDart Transit

CDL-A Truck DriverHeartland Express

CDL A Truck Driver - up to $1,600+ / wkKivi Bros Trucking

CDL A Truck Driver - 1099Blair Logistics Inc

CDL A Truck DriverJ.S. Helwig & Son

OTR Lease OperatorACA Truck Leasing

CDL-A Tanker Truck DriverIndian River Transport

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

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

Regional CDL A DriversPremier Transportation

CDL A Owner Operator DriversRoadrunner

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

Reefer Truck Driver - up to $130k / yrEOS Trucking

CDL-A Truck DriverOzark Motor Lines, Inc.

Truck DriverClean Harbors

CDL A Truck DriverClean Harbors

CDL A Truck Driver - up to $92k / yrJ&R Schugel

CDL-A Truck Driver - 100% No-Touch FreightDart

CDL A Truck Driver - 1099 - Up to $130k / yrEOS Trucking

CDL-A Flatbed Truck DriverSystem Transport

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

CDL-A Truck Driver - Recent Grads WelcomeSystem Transport

CDL-A Truck DriverH&M Trucking

CDL-A Truck Driver - Home WeeklyTucker Freight Lines

CDL-A Truck Driver - Home WeeklyK&B Transportation

CDL-A Truck DriverMillis Transfer

CDL A Truck Driver - 1099 - $5,500 / wkSuit Transportation

Company CDL A Truck Driver - no touch freightSuit Transportation

Flatbed CDL Driver, Regional RouteSystem Transport

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