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.
$1,171.4 - $2,106.07 per week
...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
Worth, IL18 hours ago$1,505 - $2,175 per week
...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, IL12 days ago- ...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
$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$1,505 - $2,175 per week
...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, IL9 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$1,350 - $2,250 per week
...Requirements ~1 year of CDL-A OTR experience ~ No DUI/DWI in the last 5 years ~ No more than 3 moving... ...Orientation Pay: $150 Vacancy description Join HMD Trucking in Chicago, IL, as an OTR solo CDL A Dry Van driver transporting freight coast to coast. Experience...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shiftHMD Trucking
Chicago, IL3 days ago$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, IL18 hours ago$1,370 - $2,270 per week
...Requirements ~1 year of CDL-A OTR experience ~ Hazmat endorsement ~ No DUI... ...Vacancy description Benefit Trucking champions safety and driver satisfaction. We’re hiring OTR Dry... ...operators with HazMat endorsements in Chicago, IL. Core Duties: Securely haul dry...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shiftBenefit Trucking
Chicago, IL6 days ago$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$100 per week
...CDL A-OTR Truck Driver Illinois Compensation 1400 weekly gross + $100 a week if no benefits... ...OTR CDL A Driver at Highland IL Direct Hire Route: Regional-out Sunday/Monday, home... ...Category:Transportation, Keywords:Class A Driver, Location:Chicago, IL-60608HgvWeekly payFull timeRoad Warrior
Chicago, IL14 days ago$1,800 - $2,500 per week
...CDL A OTR Driver | $0.70 CPM | Reefer Freight Compensation 1,800 -... ...refrigerated loads with no routes into the Northwest, helping... ...Late-Model Automatic Kenworth Trucks • Late-Model Automatic... ...:Transportation, Keywords:Class A Driver, Location:Chicago, IL-60608HgvWeekly payFor contractorsRoad Warrior
Chicago, IL14 days ago$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
Oak Lawn, IL3 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$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... ...Team — Always here to help you succeed Pay: - Flatbed/Specialized: $0.65/mile with a $0.05/mile over dimension...HgvLocal area$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- Regional Class A CDL Driver Job - Chicago, Illinois Paschall Truck Lines Has Open Driving Opportunities Live Recruiters Available... ...benefits. Whether you prefer OTR (primarily running east of I-35), Dedicated, or Regional routes, we have options to fit your lifestyle...HgvFlexible hours
- Denver Cargo Inc. is seeking experienced CDL A drivers to join our OTR fleet, offering Dry Van and Flatbed lanes with nationwide freight. We provide consistent miles... ...across all 48 states with modern automatic trucks and support from a dedicated dispatch team. #J-1...HgvFor contractorsRelocation package
$2,760 per week
$2,000/week guaranteed — 90 days. $15,000 sign-on bonus — first installment in 2 weeks. OTR Regional | IL • PA • NJ • OH Now hiring. Apply today. Our OTR CDL A Truck Drivers AVERAGE $2,760 Weekly Gross - Reset At Home Weekends **One Year Verifiable CDL A Experience...HgvImmediate startRelocation packageGT Expedited
Burbank, IL23 days ago$18 per hour
Class A Truck Drivers Needed Location: Chicago, IL Job Title: Class A Truck Drivers Needed, Up to 65 CPM Qualifications Active CDL Class A licence At least 1 year of CDL Class A driving experience... ...at company cost Drop and hook routes about 53% Samsara ELD solution...Hgv- ...Medical card Minimum 6 months of flatbed experience Benefits OCC... ...description Join Eclectic Logistics in Chicago, IL, as a flatbed company driver committed to excellence and... ...trailers across regional and long-haul routes Secure and haul oversized or irregular...Full time
Eclectic Logistics
Chicago, IL17 days ago $260k - $364k
...candidates. We carry A+ rated AM Best... ...Expect OTR avg Gross 5K... .... Team drivers make about 1.... ...have reliable trucks! We want good... .../12/24. Some routes have changed.... ...shops at the Chicago depot for discount... ...have Class A CDL. Additional... ...Refer. No flatbeds or dangerous...HgvWeekly payContract workImmediate startNight shiftAfternoon shiftDSL Express
Alsip, IL4 days ago$80k
...Sign-On Bonus Select Markets - 99% No-Touch Freight Local, Regional, and OTR Routes Available! More home time means more family time at Dart. We're hiring Local, Regional, and OTR CDL-A drivers with routes designed to fit your lifestyle. Dart was built by truckers...HgvLocal areaRelocation packageShift workDART Transit
Oak Lawn, IL23 days ago$2,200 - $2,500 per week
...CDL-A Car Haul Driver Downers Grove IL Compensation 2200-2500 Frequency Weekly... ...Ready to take your trucking career to the next level?... ...expanding and hiring experienced OTR Car Haul Drivers to join... ...well-maintained fleet Routes & Schedule: OTR routes...HgvFull timeRoad Warrior
Downers Grove, IL14 days ago$70k
...CDL-A Truck Drivers: GREAT ROUTES AVAILABLE! Top Pay & Benefits OTR Drivers: Average 2,000+ miles per week. Bonuses may be available. Count on consistent miles and paycheck with flexible home time that works for you. Regional Opportunities: Drive regional and...HgvTemporary workRelocation packageFlexible hoursU.S. Xpress
Worth, IL3 days ago$53 per hour
Intermodal CDL Driver - Regional - Chicago, IL About the job Intermodal CDL Driver - Regional... ...for a rewarding regional truck driving opportunity.... ...multiple states. Enjoy consistent routes, multi-stop, and single-... ...3 months verifiable Class A T/T experience in the past...HgvHourly payWeekly payLocal areaShift workNight shift$2,200 - $3,100 per week
...Requirements ~ CDL Class A ~ Minimum 1 year of verifiable OTR experience ~23 years of age or older ~ HAZMAT... ...dispatchers & Ops Managers are former drivers) ~ Full-Time, steady work ~... ...Dry Van CDL Company Drivers in Chicago, IL to manage OTR general and HazMat...Full timeRelocation packageFlexible hoursPulse Express
Chicago, IL12 days ago$1,300 - $2,000 per month
...Class A CDL OTR Truck Driver Compensation 1,300 - $2,000 Frequency Weekly Employment... ...of Home Time Dry Van, Reefer, and Flatbed Divisions Available No Reefer or Flatbed... .... Category:Transportation, Keywords:Class A Driver, Location:Chicago, IL-60608HgvFull timeRelocation packageRoad Warrior
Chicago, IL14 days ago$1,400 per week
...CDL-A OTR truck driver jobs open in your region! CDL-A Over-the-Road Truck Driver Jobs Available with High Miles And Excellent Earning Potential... .... Home time and pay may vary by hiring area and specific route details ask a recruiter for details Marten does not...HgvWeekly payImmediate startWeekend workMarten Transport Ltd
Homer Glen, IL23 days ago
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