Overview

CDL-A Flatbed Owner Operator – Midwest Hauls Jobs in Chicago, IL at Go Career Choice

Full Job Description

CDL-A Flatbed Owner Operator – Midwest Hauls | $3,500–$4,200 Weekly | Chicago, IL

We’re seeking flatbed CDL-A Owner Operators near Chicago, IL who are ready to take control of their lanes and maximize their earnings. With a generous fuel surcharge, high mileage rates, and non-forced dispatch, this Midwest-based opportunity is built for experienced drivers who want consistency and independence.

Position Overview

Pay Per Mile: $2.00 – $2.10

Estimated Weekly Pay: $3,500 – $4,200

Dispatch: Non-Forced Board

Home Time: Most weekends (34–48 hours average)

Miles Per Week: 1,800–2,100

Freight: Flatbed (must have prior experience)

Fuel Program & Perks

100% Fuel Surcharge Reimbursed

Fuel Tax Reimbursement

Weekly Direct Deposit

PrePass & EZ Pass Provided

Orientation Travel, Lodging & Meals Covered

Access to Discounted Insurance & Shop Rates

Partial Plate Program Available

Responsibilities

Haul flatbed freight across the Midwest using your own Class A tractor-trailer

Maintain FMCSA compliance, ELDs, and safe operation procedures

Secure and tarp loads appropriately

Coordinate with dispatch and customers for timely deliveries

Qualifications

23 years or older with valid CDL-A

6+ months of recent OTR experience (flatbed experience required)

No more than:

2 moving violations in the last 3 years

2 DOT-recordable accidents in the last 3 years

3 total incidents in the last 3 years

No 15+ mph speeding tickets, rollovers, or rear-end collisions in the past 3 years

No safety-related terminations from previous carriers

No violent felony convictions (all others must be outside 3–5 year window)

Must pass hair & urine drug screening and DOT physical

SAP drivers must be 5+ years clear

Must keep truck & trailer together (no bobtailing)

Fast Track Hiring

Apply Today: Submit your recent resume or driver details

Quick Review: Our team responds within 24–48 hours

Orientation: Get pre-qualified and scheduled fast

Let’s build a plan that works for your driving goals. Take control of your routes and revenue—apply now before this lane fills.

Job Type: Full-time

Pay: $3,500.00 – $4,200.00 per week

Benefits:

401(k)

401(k) matching

Dental insurance

Disability insurance

Fuel card

Fuel discount

Health insurance

Lease purchase program

Life insurance

Paid orientation

Paid sick time

Paid time off

Paid training

Passenger ride along program

Pet rider program

Referral program

Retirement plan

Safety equipment provided

Vision insurance

Supplemental Pay:

Bonus opportunities

Differential pay

Extra stop pay

Performance bonus

Safety bonus

Yearly bonus

Trucking Driver Type:

Owner-operator

Trucking Route:

Dedicated

Work Days:

Weekends as needed

Application Question(s):

Have you had more than 2 moving violations or 2 DOT-recordable accidents in the past 3 years? (Applicants must meet clean safety record standards.)

Have you completed a DOT SAP program in the past 5 years? (Drivers must be 5 years clear from SAP program completion.)

Do you have at least 6 months of recent OTR tractor-trailer experience in the last 12 months, including some flatbed experience? (Required to qualify – local-only experience does not meet requirements.)

Do you currently own or lease a Class A tractor-trailer that you operate under your own authority? (Required for Owner Operator consideration.)

Is your truck a 2000 model year or newer? (Trucks older than 2000 must have documentation of a certified engine rebuild.)

Experience:

Flatbed: 1 year (Preferred)

License/Certification:

CDL A (Required)

Work Location: On the road

Title: CDL-A Flatbed Owner Operator – Midwest Hauls

Company: Go Career Choice

Location: Chicago, IL

Category:

 

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