Cdl Flatbed Driver Jobs, Employment in Chicago,IL Now Hiring October 2026

Featured Opportunity

Oakley Transport - Cicero, IL

CDL-A Tanker Drivers: Up to $15,000 Bonus & Up to $2650+/week + Extras!

$2,650/wk

$15,000 bonus

~ 16 min OnsiteHealth InsuranceRetirement Benefit

New, Posted 10 hours ago

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CDL-A Tanker Drivers: Up to $15,000 Bonus & Up to $2650+/week + Extras!

Oakley Transport

Lyons, IL 60534

$2,650/wk

$15,000 bonus

~ 27 min OnsiteUrgently HiringHealth InsuranceRetirement Benefit

$7500 - $15,000 bonus

$1500 paid in the first 90 days

$2,650+ per week

Up to 12 CPM in additional bonuses

$7500-$15,000 "Sign Stay Experience Bonus" - $1500 paid in 1st 90 days

14 additional pay options such as per diem, hazmat, tank prep and more!

Paid orientation - travel, hotel, and meals included

Rider pet programs available

Medical, dental, and vision coverage

401K with company match

Benefits begin the 1st of the month after 30 days

Valid Class A CDL

Age 23+

18 months tractor-trailer experience

Safe driving record

Tank experience a plus but not required

Tank training available

New, Posted 1 day ago

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Flatbed Truck Driver - $2K Hiring Bonus

Koch Trucking

Chicago, IL

$98,000/yr

$2,000 bonus

OnsiteUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

Top earners average up to $98,000 per year

$2K sign-on bonus + $1K orientation pay available

Start at 67CPM base pay

Top performers earning up to $98,000 per year

Average annual earnings around $88,000

Earn a $2,000 hiring bonus paid out monthly

$1,000 orientation pay on your first dispatch

Earn additional pay for stops, load securement, tarping, over-dimensional loads, and loaded border crossings into Canada for drivers who choose to run there.

Paid weekly

Earn a $3,000 referral bonus for every qualified driver you bring on board.

All-expenses-paid orientation at a top hotel in Roseville, MN or Appling, GA

PTO starts accruing on your first day

Three floating holidays added each year

Health, dental, vision, life, and disability insurance

A 401K with company match

A free iPad with data package

Pet and rider policies

24/7/365 roadside assistance

The Rolling Strong driver app

Free showers, laundry, and grab-and-go food

Run out 7-21 days at a time based on location

Valid CDL A license

1+ years of verifiable tractor-trailer experience

No flatbed experience? No problem. Hands-on training during an all-expenses-paid orientation at a top hotel in Roseville, MN or Appling, GA gets you confident and ready before your first load.

New, Posted 17 hours ago

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CDL A Truck Driver

Road Warrior

Alsip, IL 60803

$25/hr

$2,500 bonus

Requires TravelUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

$0.70 CPM base pay

$1,260–$1,650 average weekly pay range

Empty miles paid at the same CPM as loaded miles

$2,500 sign-on bonus

$100 Clean Inspection Bonus

$2,000 Driver Referral Bonus

$50 per additional stop

$25 per hour detention pay after the first 2 hours

$175 layover pay for every 24 hours

Voluntary Life Insurance

Disability Insurance

401(k) Retirement Plan

Employer 401(k) matching contributions available

Paid Time Off (PTO)

Modern 2023–2027 trucks

Peterbilt 579s, Cascadias, Volvos, and Internationals

24/7 driver support

Weekly home time

Drivers will be home each week for their 34-hour reset

Night driving required

Home every week for a 34-hour reset

CDL A

Have at least 6 months of verifiable CDL driving experience

Hold a valid CDL

Be at least 21 years old

Meet company and insurance qualification requirements

Pass required MVR and PSP reviews

Meet the company's accident and violation standards

No more than 3 preventable or chargeable accidents within the previous 3 years.

No more than 3 moving violations within a 3-year period

No more than 20 points under the SMS Unsafe Driver Basic Violation Table

No major violations within the previous 3 years

Drivers must have no more than 20 points within a 3-year period under the SMS Driver Fitness Basic Violation Table.

No DUI within the previous 5 years.

All drivers must be able to read, speak, and understand English sufficiently to:

Must be comfortable with night driving

Successfully passing a pre-employment background check and drug screen

Subject to DOT-compliant testing as required by federal regulations

New, Posted 17 hours ago

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CDL-A Spotter - Home Daily

Venture Logistics

Cicero, IL 60804

$24/hr

~ 16 min OnsiteUrgently HiringHealth InsurancePaid Time Off

$1,500 - $1,500 per week

$24 per hour + OT after 40

$2,500 unlimited driver referral bonus

Daily Home Time

Late-model equipment

Medical, dental, and vision insurance

Life insurance and disability

Paid holidays

Schedule Options, all Sunday-Thursday with occasional Saturdays

Flatbed experience is required

9 months in the past 3 years

2 years in the past 5

5 years in the past 10

No more than 3 jobs in the past year

No more than 9 in the past 3 years

No more than 12 straight months of unemployment in the last 2 years.

No misdemeanors in the last 5 years

No felonies in the last 10

New, Posted 1 day ago

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Flatbed Truck Driver - $2600 Onboarding Pay

Boyd Brothers Transportation

Lisle, IL 60532

$1,200/wk

$1,500 bonus

OnsiteUrgently HiringHealth InsuranceRetirement Benefit

$1,200 weekly minimum + bonuses

$1,500 sign on, plus $1,100 paid after orientation

Top drivers earn up to $90,000 per year

$1,200 weekly minimum when running 1,800+ miles

Most drivers earn $1,400-$2,200 per week

$1,500 signing bonus

$1,100 orientation completion pay

Earn $2,000 during your two-week onboarding

$1,000 referral bonus

One week of paid orientation in Birmingham

Health, dental, vision, life insurance options

401k with company match

Rider program

Late model Kenworth tractors

Home every weekend

Be home every weekend

Valid CDL A license

12 months of verifiable OTR tractor-trailer experience

Must be at least 22 years of age

New, Posted 23 hours ago

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Flatbed Truck Driver (1099)

Buddy Moore Trucking

Chicago, IL

$3,000/wk

$4,000 bonus

OnsiteUrgently Hiring

Earn up to $3,000+ per week

$4,000 sign-on bonus

Revenue share of 68% of line haul for tractor only, 69% for multiple tractors, 75% for tractor and trailer, and 76% for multiple tractors and trailers.

Keep 100% of fuel surcharge paid directly to you.

Earn a $4,000 sign-on bonus, plus a $5,000 referral bonus for referring other Owner Operators or Lease Purchase drivers.

Weekly settlements, direct deposit, and weekly advances available via EFS.

Plate assistance program and maintenance accounts help keep your operating costs down.

Fuel taxes are handled for you

All-expenses-paid orientation

Home weekends

Valid Class A CDL

1+ years OTR experience in the last 3 years

6+ months Flatbed experience in the last 10 years

Home weekends on preferred lanes

New, Posted 23 hours ago

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CDL Bus Drivers - Chicago, IL

Greyhound Lines

Chicago, IL 60290

$32.84/hr

Requires TravelUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

Compensation Range: USD $30.87 - USD $32.84 /Hr.

Medical, Dental, and Vision Plans

401K with company-matched contributions

Life Insurance

Paid Vacation, Holidays, and Sick Days

Free Travel Passes

Annual Uniform Allowance

Driver Union membership & representation

Full-time employment consideration only

Varied schedule based on regional driver needs

CDL

Must be fully Licensed with **Class A** or **B Commercial Driver's License** (CDL)

Must possesses **Passenger 16+ endorsement** and no air brake restriction

22 years of age or older

Able to pass a DOT physical and pre-employment drug screen

Full-time employment consideration only

Ability to work varied schedule based on regional driver needs

New, Posted 1 day ago

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CDL-A Truck Driver - No Experience Needed

Tmc

Aurora, IL 60505

$1,000/wk

$5,000 bonus

Requires TravelHealth InsurancePaid Time OffRetirement Benefit

First Year Drivers at TMC Earn Up to $100,000 Annually

Experienced Drivers Earn Up to $120,000 Annually

First-year drivers earn up to $100,000 annually

Experienced drivers earn up to $120,000 annually

Up to $5,000 sign-on bonus for experienced drivers

Earn an additional 1% of load pay after one weekend out, 2% after two weekends, and up to 3% after three or more weekends on the road

$600 in-truck bonus when you receive your own truck

$1,000/week guaranteed pay during your first two weeks in your assigned truck

Increased tarp pay: $40 for smoke & steel $50 for lumber

$125 holiday pay for New Year's Day, Memorial Day, Independence Day, Labor Day, Thanksgiving, and Christmas

Own a piece of the company you drive for - TMC is employee-owned through our Employee Stock Ownership Program (ESOP)

Medical, dental, vision, and prescription coverage

401(k) with company match

Paid vacation

Top-quality late-model Peterbilt equipment

We allow our drivers to have a company-paid truck and trailer wash every week

Leather air-ride seats with lumbar controls and top-of-the-line interior package

Double bunk with bunk control, Espar bunk heater & shore power

Built-in Power inverter with A/C power outlets

Flat screen TVs with DIRECTV available

Home weekends

CDL-A

Valid CDL-A or CDL Learner's permit from your state of residence

No recent DOT-reportable accidents or DUIs

Last 5 years of work history for your application

New, Posted 23 hours ago

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Local CDL A Owner Operator Driver - Home Daily

roadrunner

Arlington Heights, IL 60005

$40/hr

~ 36 min OnsiteUrgently Hiring

Up to $40 per hour

Earn $24-$40/hour + accessorials

Averaging $500-$800/day for day cabs and $300-$500/day for box trucks

Earn $1,000 for solos and $4,000 for teams

Run under Roadrunner's DOT for free

Affordable medical and dental insurance plans

Pet and rider programs available

Get home daily with a M-F schedule

Run Monday-Friday routes with optional weekend work and start times between 7-10 AM

CDL A

12+ months of verifiable driving experience

Must own their own equipment

Drivers required to have inward facing cameras

Box trucks must have pallet jacks and lift gates

89% of jobs ask for a resume

Don't let the perfect job slip away—upload your resume and we'll personalize your results instantly.

89% of jobs ask for a resume

Don't let the perfect job slip away—upload your resume and we'll personalize your results instantly.

New, Posted 1 day ago

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Local Truck Driver - Class A

J.B. Hunt Transport

Romeoville, IL 60446

$90,000/yr

$5,000 bonus

~ 48 min OnsiteUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

Average $90,000 per year

$5,000 Sign on Bonus for a limited time

This position may be eligible for safety bonuses and incentives based on profitability or performance, as applicable.

Paid online orientation

PTO accrues from day one

401(k) with company match

Eligible for medical, dental and vision coverage after just 30 days

Parental leave, adoption assistance and family planning benefits

Access to life insurance options

Access to mental health and disability benefits

Medical benefit

Dental benefit

Vision benefit

401(k) retirement plan

Life insurance

Short-term and long-term disability coverage

Paid time off commensurate with tenure (includes vacation and sick time)

Two weeks of paid parental leave

Six days with holiday pay

Daily home time

CDL-A

1223 Cdl Flatbed Driver jobs in Chicago,IL

$2,650/wk

$15,000 bonus

CDL-A Tanker Drivers: Up to $15,000 Bonus & Up to $2650+/week + Extras!

$2,650/wk

$15,000 bonus

Flatbed Truck Driver - $2K Hiring Bonus

$98,000/yr

$2,000 bonus

PayTop earners average up to $98,000 per yearPay$2K sign-on bonus + $1K orientation pay availablePayStart at 67CPM base pay

CDL A Truck Driver

$25/hr

$2,500 bonus

Pay$0.70 CPM base payPay$1,260–$1,650 average weekly pay rangePayEmpty miles paid at the same CPM as loaded miles

CDL-A Spotter - Home Daily

$24/hr

Pay$1,500 - $1,500 per weekPay$24 per hour + OT after 40Pay$2,500 unlimited driver referral bonus

Flatbed Truck Driver - $2600 Onboarding Pay

$1,200/wk

$1,500 bonus

Pay$1,200 weekly minimum + bonusesPay$1,500 sign on, plus $1,100 paid after orientationPayTop drivers earn up to $90,000 per year

Flatbed Truck Driver (1099)

$3,000/wk

$4,000 bonus

PayEarn up to $3,000+ per weekPay$4,000 sign-on bonusPayKeep 100% of fuel surcharge paid directly to you

CDL Bus Drivers - Chicago, IL

$32.84/hr

PayCompensation Range: USD $30.87 - USD $32.84 /HrBenefitsMedical, Dental, and Vision PlansBenefits401K with company-matched contributions

CDL-A Truck Driver - No Experience Needed

$1,000/wk

$5,000 bonus

PayFirst Year Drivers at TMC Earn Up to $100,000 AnnuallyPayExperienced Drivers Earn Up to $120,000 AnnuallyPayFirst-year drivers earn up to $100,000 annually

Local CDL A Owner Operator Driver - Home Daily

$40/hr

PayUp to $40 per hourPayEarn $24-$40/hour + accessorialsPayEarn $1,000 for solos and $4,000 for teams

89% of jobs ask for a resume

89% of jobs ask for a resume

Local Truck Driver - Class A

$90,000/yr

$5,000 bonus

PayAverage $90,000 per yearPay$5,000 Sign on Bonus for a limited timePayThis position may be eligible for safety bonuses and incentives based on profitability or performance, as applicable

1223 Cdl Flatbed Driver jobs in Chicago,IL

$2,650/wk

$15,000 bonus

CDL-A Tanker Drivers: Up to $15,000 Bonus & Up to $2650+/week + Extras!

$2,650/wk

$15,000 bonus

Flatbed Truck Driver - $2K Hiring Bonus

$98,000/yr

$2,000 bonus

PayTop earners average up to $98,000 per yearPay$2K sign-on bonus + $1K orientation pay availablePayStart at 67CPM base pay

CDL A Truck Driver

$25/hr

$2,500 bonus

Pay$0.70 CPM base payPay$1,260–$1,650 average weekly pay rangePayEmpty miles paid at the same CPM as loaded miles

CDL-A Spotter - Home Daily

$24/hr

Pay$1,500 - $1,500 per weekPay$24 per hour + OT after 40Pay$2,500 unlimited driver referral bonus

Flatbed Truck Driver - $2600 Onboarding Pay

$1,200/wk

$1,500 bonus

Pay$1,200 weekly minimum + bonusesPay$1,500 sign on, plus $1,100 paid after orientationPayTop drivers earn up to $90,000 per year

Flatbed Truck Driver (1099)

$3,000/wk

$4,000 bonus

PayEarn up to $3,000+ per weekPay$4,000 sign-on bonusPayKeep 100% of fuel surcharge paid directly to you

CDL Bus Drivers - Chicago, IL

$32.84/hr

PayCompensation Range: USD $30.87 - USD $32.84 /HrBenefitsMedical, Dental, and Vision PlansBenefits401K with company-matched contributions

CDL-A Truck Driver - No Experience Needed

$1,000/wk

$5,000 bonus

PayFirst Year Drivers at TMC Earn Up to $100,000 AnnuallyPayExperienced Drivers Earn Up to $120,000 AnnuallyPayFirst-year drivers earn up to $100,000 annually

Local CDL A Owner Operator Driver - Home Daily

$40/hr

PayUp to $40 per hourPayEarn $24-$40/hour + accessorialsPayEarn $1,000 for solos and $4,000 for teams

89% of jobs ask for a resume

89% of jobs ask for a resume

Local Truck Driver - Class A

$90,000/yr