Flatbed CDL-A Truck Driver, OTR Routes - Chicago, IL
$1,171.4 - $2,106.07 per weekSystem Transport
AMERICA PROUD. FLATBED STRONG. DRIVE WITH SYSTEM TRANSPORT! System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. You will be transporting important goods and materials such as glass, steel, aluminum, building materials, machinery, coils, and specialty metals. Join our team for competitive pay, excellent benefits, a great work-life balance, and become America Proud, Flatbed Strong with System Transport. Apply Today! APPLICATION DEADLINE: 8/31/2026 CDL-A Flatbed Truck Driver Opportunities: Driver Type: Experienced CDL-A Truck Drivers Equipment Type: Flatbed Route Type: OTR (Over-The-Road) Division: Division 200 Terminal: Spokane, WA Home Time: 3 weeks out, then 3 days off Compensation: Weekly Pay: $1,171.40 - $2,106.07 Annual Pay: $60,912.97 - $109,515.47 Additional compensation: Tarp pay, stop pay, detention pay, safety bonuses, and more Mileage rate: 0.55 - 0.60CPM, (depending on experience) $1,800 transition package to help you settle in Benefits: Health, dental, and vision insurance 401(k) with company matching Paid time off: Accrue 1 hour of sick time per 30 hours worked, then 1-9 years 80 hours PTO, 10+ years 120 hours PTO. Life insurance, employee assistance programs, and much more! Requirements: Must have a valid Class A CDL Must be 21 years of age or older 4+ months of driving experience No more than 6 jobs in the last 3 years 1 year truck driving experience preferred, but not necessary Clean driving record and drug test Able to lift a 90-pound tarp onto a 5-foot platform (tested during orientation) Additional Perks: Rider Policy: Bring a rider aged 7+ after 90 days Modern, well-maintained trucks with advanced safety features 24/7 road service support Award-winning driver portal with real-time updates Join System Transport and be part of the team that keeps America moving! APPLICATION DEADLINE: 8/31/2026 System Transport is an Equal Opportunity Employer. We are committed to fair pay and equal opportunity for all employees.
$1,800 per month
...AMERICA PROUD. FLATBED STRONG. DRIVE WITH SYSTEM TRANSPORT! System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. You will be transporting important goods and materials such as glass, steel, aluminum, building materials, machinery...HgvWeekly paySystem Transport
Broadview, IL4 days ago$25 per hour
...Requirements ~1 year of CDL-A OTR experience ~6 months of flatbed experience ~ No DUI/DWI in the last... ...same CPM as loaded miles (company drivers only) ~ Extra Stops: $50 per... ...description Hit the road with HMD Trucking’s Chicago, IL fleet and deliver OTR flatbed...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shiftHMD Trucking
Chicago, IL5 days ago- ...delivering more for our drivers. More Miles. More Pay. More... ...for new and experienced truck drivers in Chicago, IL and the surrounding area... ...refrigerated team. With various CDL A Over The Road routes available, our recruiting team will help find the OTR reefer route that works...HgvTemporary workFlexible hours
- ...immediate openings for Class A CDL drivers in the greater Chicago, IL area. Work for a company... ...looking for experienced truck drivers throughout the United... ..., visit ourJob Board. OTR Regional Driver, Class A CDL... ...to Canada to drive this route. Pay and Benefits Medical...HgvImmediate startNight shiftWeekend work
$2,700 - $4,200 per week
Full-Time | Company Driver | Current as of Jul 15, 2026 Description We are hiring experienced CDL-A OTR Flatbed drivers. Dedicated ILTX route. 30% of gross, average $2,700 to $4,200/week. Weekly... ...tarping, chains, binders, and load securement #J-18808-Ljbffr Truck InsureHgvWeekly payFull timeImmediate start$25 per hour
...Requirements ~1 year of CDL-A OTR experience ~ No DUI/DWI in the last 5 years ~... ...dry-van lanes while operating out of Chicago, IL for a driver-first carrier. HMD provides strong mileage... ..., APUs and inverters. Complete OTR routes, maintain accurate logs, and deliver...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shiftHMD Trucking
Chicago, IL5 days ago$24 per hour
Ryder is hiring a CDL A Regional Flatbed Driver inUniversity Park, IL . You may think you know Ryder and what we do, but today... ...and more Ryder will buy your truck if you're looking to switch from Owner... ...Employee Driver Home Time, Route & Schedule: Home weekly, including...HgvHourly payWeekly payDaily paidImmediate startWorldwideMonday to FridayNight shift$85k
OTR Class A Reefer Truck Driver Job - Chicago, Illinois Pay & Details Our drivers averaged $87,000 Annually in 2025.... ...Weekly OTR and Regional Midwestern Routes Available Benefits & Advantages... ...possible training for inexperienced CDL holders) No more than 3 moving violations...Hgv$25 per hour
...Requirements ~1 year of CDL-A OTR experience ~6 months of flatbed experience ~ No DUI/... ...loaded miles (company drivers only) ~ Extra Stops: $... ...Drive for HMD Trucking in Aurora, IL and move flatbed freight... ...rules Plan efficient routes and delivery schedules...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shiftHMD Trucking
Aurora, IL2 days ago$25 per hour
...Requirements ~1 year of CDL-A OTR experience ~6 months of flatbed experience ~ No DUI/... ...loaded miles (company drivers only) ~ Extra Stops: $... ...flatbed runs with HMD Trucking in Elgin, IL, delivering freight nationwide... ...load schedules and route planning Drivers...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shiftHMD Trucking
Elgin, IL5 days ago$1,300 - $2,500 per week
CDL-A Regional Propane Driver | $1,300-$2,500+/Week | X Endorsement | Chicago, IL NOW HIRING - REGIONAL CDL-A HAZMAT TANKER... ...DHT. Dave Hausbeck Trucking (DHT Group) is actively... ...pumping pay, detention, routes, availability, and... ...Schedule Regional/OTR operation based from...HgvHourly paySeasonal workImmediate startNight shiftWeekend work$25 per hour
...Requirements ~1 year of CDL-A OTR experience ~6 months of flatbed experience ~ No... ...miles (company drivers only) ~ Extra Stops... ...description Join HMD Trucking as an OTR solo CDL-A... ...from Cicero, IL, hauling flatbed freight... ...Manage load securement, route planning, and...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shiftHMD Trucking
Cicero, IL2 days ago$1,300 - $1,500 per week
OTR CDL-A Flatbed Driver - Joliet, Illinois Hiring Regional CDL-A Flatbed Drivers Job Details Home weekends with possibility of home through the... ...vacation and holidays. Top-of-the-line equipment - All trucks are less than 4 years old. Our fleet. #J-18808-Ljbffr HS...HgvRelocation package$1,900 - $2,400 per week
...Experienced Class A CDL Solo OTR Truck Drivers Wanted Our routes often begin or conclude in this region, giving local drivers reliable home time on nationwide... ...Truck Drivers for our modern fleet who live in the Chicago, IL area and surrounding communities. Chicago is one of...HgvFull timeSeasonal workLive inLocal areaFlexible hoursDSL Express
Chicago, IL4 days ago$1,700 - $2,000 per week
...Quality Carriers is looking for a CDL A regional dedicated tanker driver in Chicago, IL. Quality Carriers is a company... ...the Largest Liquid Bulk Chemical Truck Fleet in North America. At... ...Slip Seating: No Home Time, Route, & Schedule Flexible home...HgvWeekly payTemporary workRelocationRelocation packageFlexible hoursWeekend workQuality Carriers
Aurora, IL1 day ago$1,300 - $2,500 per week
...Description Description: CDL-A Regional Propane Driver | $1,300–$2,500+/Week | X Endorsement | Chicago, IL NOW HIRING –... ...DHT. Dave Hausbeck Trucking (DHT Group) is... ...pumping pay, detention, routes, availability, and seasonal... ...Schedule Regional/OTR operation based from...HgvHourly payWeekly paySeasonal workImmediate startNight shiftWeekend work$1,375 - $1,700 per week
...Company Driver | Flatbed Location: Elgin, IL Company: Schneider Pay: Competitive weekly pay... ...Position Dedicated Flatbed truck driver - Metrie Average pay... ...Times Per Week Experience: All CDL holders Overview Haul... ...Qualifications Valid Class A Commercial Driver’s License...HgvHourly payWeekly payFull timeApprenticeshipImmediate startRelocation packageSchneider
Elgin, IL1 day ago$92k
Chief Carriers in Chicago is seeking CDL A flatbed OTR truck drivers. Join a carrier recognized as one of the Best Fleets to Drive For five years running, known for strong driver support, safety, and reliable equipment. The position offers pay between $92,000 and $100,...HgvWeekly pay$2,700 - $4,200 per week
Truck Insure is hiring experienced CDL-A OTR flatbed drivers for a dedicated ILTX route and a full-time position. Drivers are paid 30% of gross revenue with weekly ACH pay, with typical weekly earnings from $2,700 to $4,200. Immediate start is available. Equipment includes...HgvWeekly payFull timeImmediate start$1,200 per week
WE ARE LOOKING FOR EXPERIENCED CLASS A CDL A DRIVERS IN CHICAGO IL AREA Join to apply for the WE ARE LOOKING FOR EXPERIENCED CLASS A CDL A DRIVERS... ...function Job function Other Industries Transportation/Trucking/Railroad Referrals increase your chances of interviewing...HgvFull time$5,000 per week
CDL-A Owner Operator Tanker Driver Job - Chicago, Illinois Chicago IL CDL-A Liquid Tanker Owner Operator - $12,000 Sign-on Bonus! Quantix Is Currently Partnering With CDL-A Owner Operator Truck Drivers For Our Liquid Division. $12,000 SIGN-ON BONUS! TOP 25% - AVERAGE...HgvPrice workRelocation package$80k - $110k
...Company Driver TraLo is looking for experienced Class A CDL drivers to join our growing team! As a family-owned and operated company, we take pride in treating... ...— Always here to help you succeed Pay: - Flatbed/Specialized: $0.65/mile with a $0.05/mile over...HgvLocal areaTraLo
Maywood, IL2 hours ago$2,200 - $2,500 per week
...Ready to take your trucking career to the next... ...experienced OTR Car Haul Drivers to join our growing... ...looking for high-paying CDL-A jobs with... ...in downers Grove IL Duties Duties... ...maintained fleet Routes & Schedule:... ...Keywords:Class A Driver, Location:Chicago, IL-60608HgvFull timeRoad Warrior
Chicago, IL1 hour ago$100 per week
...Job Description Job Description: OTR CDL A Driver at Highland IL Direct Hire Route: Regional-out Sunday/Monday, home weekends. Drive... ...Life Insurance PandoLogic. Category:Transportation, Keywords:Class A Driver, Location:Chicago, IL-60608HgvWeekly payRoad Warrior
Chicago, IL1 hour ago$1,800 per week
Overview OTR CDL-A Truck Driver Job - Maywood, Illinois. Solo CDL-A Truck Driver - Home Weekly - Earn $81,000 - $99,000 Annually. Annual Pay Range: $81,000 - $99,000. Guaranteed Weekly Minimum: $1,188, with drivers currently averaging $1,800 per week. Drivers are averaging...HgvNight shift$60.91k - $109.52k
...System Transport is Now Hiring Experienced CDL-A Flatbed Drivers Earn $60,912.97 - $109,515.47 per... ...Experienced flatbed CDL-A drivers ~ OTR route ~$1,800 transition package including... ...offer. Arrive Monday, and get your truck by Saturday. Its that easy!...HgvTemporary workWork at officeImmediate startSystem Transport
Berwyn, IL2 days ago$80k - $120k
OTR CDL-A Truck Driver Job - Oak Park, Illinois Magnum is hiring CDL-A OTR Solo Company Drivers! Magnum's top drivers have made over $100,000+ in 2025. NO LOCAL ROUTES Sign-On Bonus? Yeah, we've got that, but BETTER! Why settle for a one-time sign-on bonus? Attend orientation...HgvLocal areaRelocation package$1,300 - $1,500 per week
HS Express is seeking an OTR CDL-A Flatbed Driver in Joliet, Illinois. This role offers drivers the opportunity to be home on weekends and potentially during the week, driving state-of-the-art trucks. Top drivers can earn $1,300-$1,500 weekly and benefit from a $3,000...HgvRelocation package$1,200 per week
Seeking CDL A Drivers in Chicago IL area Join to apply for the Seeking CDL A Drivers in Chicago IL area role at H&H Recruiting Be among the first... ...interviewing at H&H Recruiting by 2x. Get notified about new CDL A Truck Driver jobs in Oak Park, IL. #J-18808-Ljbffr H&H...HgvImmediate startNight shiftWeekend workDay shift$1,800 - $2,500 per week
...Experience 1 Year Class A Employment... ...are hiring experienced CDL A OTR Drivers to haul over-the-road... ...refrigerated loads with no routes into the Northwest,... ...Automatic Kenworth Trucks • Late-Model Automatic... ..., Keywords:Class A Driver, Location:Chicago, IL-60608HgvWeekly payFor contractorsRoad Warrior
Chicago, IL1 hour ago
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