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We have found 64 opportunities
CDL-A OTR Driver Jobs in Chicago, IL
South East Carriers Inc.  |  Chicago, IL
South East Carriers Inc.

Are you tired of being just a number when you call your current company? Here you will be known on a first name basis. As a family company that's been in business since 1986, we've learned that our top priority is you the driver.

Heavy Haul
P&S Transportation  |  Chicago, IL
P&S Transportation

Heavy Haul Division - Home Available from Jacksonville, FL to Minneapolis, MN - Mileage Pay + Safety Bonuses + Potential Increases Heavy Haul Driver Benefits:Earn 27% of load revenue - when freight goes up, your compensation does too!Drivers average $1,800 - $2,000 per week$5,000 Sign on Bonus for experienced drivers$5,000...

Dedicated Home Weekly / CDL-A Driver
Taylor Truck Line Inc.  |  Chicago, IL

By far our most popular division! Any time we have an opening within our dedicated lanes, it usually gets filled quickly. Whether it's relay or the same daily route, the lanes consist of mostly local and regional run areas, all with 53' dry vans. We're proud to have maintained partnerships...

Midwest Flatbed OTR Driver
Decker Truck Line, Inc.  |  Peoria, IL
Decker Truck Line, Inc.

Midwest OTR Flatbed Drivers CDL-ANow Hiring OTR Flatbed Drivers – Experienced or Ready to Learn!Looking for a career where you can grow your skills, earn top pay, and still be home on weekends? At Decker Truck Line, we’re hiring OTR flatbed drivers and will train motivated drivers with at least...

OTR CDL-A Drivers / $71K - $104K+ Yearly / Pet Policy
Dutch Maid Logistics  |  Chicago, IL

Dutch Maid Logistics is Hiring OTR Company DriversTop Drivers Make Up to $104,115 Per Year | Top 50% of Drivers Make $81,147 Per YearBenefits:Top Drivers Earn up $0.88 CPM and $104k+/yearCurrent drivers average $.0.74 CPM and $71k+/year, while the top 50% of our drivers earn $0.76 CPM and $81k+/yearAverage age...

USA Truck

Drive with pride at USA Truck in this Dedicated Regional lane, offering consistent regional miles, steady freight, and the support of a company committed to delivering a driver experience worthy of the red, white, and blue. If you’re looking for reliable home time, hands-on work, and a company where hard...

Halvor Lines

Dedicated Dry Van position driving between Twin Cities in Minnesota to Madison, AL. Loads will run a variety of locations after the AL delivery to work back up to Minnesota.Dry Van Driver BenefitsJoin Halvor Lines before 8/31/2026 to receive a $1500 Sign on Bonus!! $750 after 1st load and $750...

12 Days Out CDL A Driver Job -Top 50% average $96,483 / $.64 to $.67 cpm
Crete Carrier Corporation  |  Chicago, IL 60629

Crete Carrier offers a 12 Days Out. 1 Day Home for Every 6 Days.Salary: Top 50% average $96,483 per yearCPM: Starting pay $.64 to $.67 cpmExperience: One-year verifiable tractor trailer experience with a class A CDL

MTB OTR Driver
MTB  |  Chicago, IL 60629
MTB

OTR East of MississippiPay:Pay Type: Percentage of revenue/OrderLoaded: 27%Tarp Pay: Flat/Order/$40.00Breakdown Pay: Flat/Day/$125.006 Paid Holidays: Flat/Day/$100.00Sign-on Bonus: $5000.00Benefits:BCBS of AL Medical/Dental/VisionShort Term Disability$10000.00 Life401kRequirements:Class A CDL22 Years of AgeOTR Experience: 12 Months/Flatbed: 6 MonthsHometime:Home weekends

Shaffer Trucking offers a Midwest Region fleet.Salary: Top 50% average $94,032 per yearCPM: Starting pay $.68 to $.71 cpmExperience: One-year verifiable tractor trailer experience with a class A CDL

CDL-A OTR CONESTOGA DRIVERS WANTED
Loudon County Trucking  |  Chicago, IL 60629
Loudon County Trucking

CDL-A Drivers / Up To $0.70 CPM / Consistent Miles
Whiteline Express  |  Chicago, IL 60629

Your Experience is WORTH MORE at WhitelineWith our newly announced experience-based pay + weekly mileage incentives, drivers can now Earn up to $0.70 CPMA Pay Program That Rewards ExperienceWhiteline drivers with less than 4 years of experience will receive $.005 CPM increase every 6 months until they reach 4+ years...

Magnum is hiring CDL-A OTR Solo Company Drivers!! Magnum's top drivers have made over $100,000+ in 2025. ** NO LOCAL ROUTESSign-On Bonus?Yeah, we've got that, but BETTER! Why settle for a one-time sign-on bonus? Attend orientation and start earning an additional 3¢ per mile for your first 12 months right...

OTR CDL-A Truck Driver
TA Dedicated  |  Cicero, IL 60804

Solo CDL-A Truck Driver - Earn $60,000 - $93,000 AnnuallyCDL-A Truck Drivers Enjoy:$60,000 - $93,000 yearly earnings$1,800 average weekly payPay increase at 12 months of employment $500 New hire transition bonus paid in full on second paycheck$3,000 referral bonus for each qualified driver referred$250/day two-day paid orientation2 weeks...

CDL A Truck Driver
Marten Transport  |  Bolingbrook, IL 60440
Marten Transport

Get Paid For Your Experience | Home Every WeekendCDL A Driver Benefits:- Our top CDL A drivers make $75,000+ a year- Home every weekend!- $250 transition money for drivers being out longer than 7 days- Paid practical miles (empty and loaded)- Fuel bonus every 18,000 miles- Incentive bonus program- Driver...

Jordan Carriers has Flatbed OTR Jobs Available!! Recruiters on Standby.New pay raise just announced! Give our recruiters a call!Company DriverConsistent Year-Round FreightAverage OTR Annual Driver Pay $90,000Top OTR Annual Driver Pay $106k - $2,038 / weekIndustry leading orientation pay! - $1,100Tarp pay - $80 ( apprx. 50% of our loads...

Rental Drivers - Solo Driver
MB Global Logistics  |  Elmhurst, IL

Driver Requirements2 years recent OTR experienceValid Class A CDL required53' dry van or reefer equipment experienceDriver BenefitsFlexible home time schedule$2,500 average weekly take home earnings1099 independent contractorRider and pets allowed

CDL-A Company Driver JobsBenefitsTop Drivers Earn $1,850 - 2,350 per weekAverage $1,400 - $1,600 per weekHome Multiple Times per week (depending on location)100% No Touch Freight99% Dedicated Freight LanesNext Gen KenworthsRegional routes available2,500-3,000 miles per weekWeekly Pay - Every Friday!Direct access to the Chief Operating Officer's cell phoneMedical, Dental,...

CDL A Truck Drivers | Morris
Transport Distribution Company  |  Morris, IL 60450

Unlimited Carrier

Join a fast-growing carrier offering top-tier pay, modern equipment, flexible home time, and freight stability.⭐ SOLO OTR DRIVERS — Reliable Miles Strong PayPay Package:Drivers Average $70,000 AnnuallySign On-Bonus: $1,500 till the end of January, 2026$0.60 CPM all miles (empty loaded)2,500+ miles/week expectationDrivers are out 2-3 weeksExtra Pay:$35 per...