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Flatbed CDL-A Truck Driver, OTR Routes - Chicago, IL

$1,171.4 - $2,106.07 per week

System 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.

Vacancy posted 2 days ago
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