Regional CDL-A Truck Driver - up to $2,000 / wk (Chicago)

E.W. Wylie
Chicago, IL

Hiring CDL-A Flatbed Drivers
  • PAY THAT DELIVERS - Earn up to $120,000 per year*
  • SPECIALIZED FREIGHT, STRONG START - Drivers get a $2,500 sign on bonus*
  • PERKS THAT STACK - 100% paid medical premium, paid holidays, bonuses & more

Why Drive for E.W. Wylie?

Choosing the right carrier is about more than miles and money-it's about respect, support, and long-term opportunity. At E.W. Wylie, drivers are the heart of everything we do. With decades of experience and a reputation built on safety and integrity, we provide the tools, equipment, and culture to help you succeed on and off the road..

Regional Open Deck Drivers

  • Top annual earnings up to $120,000. Drivers average $1,504-$2,030 per week, with competitive base pay of 60-69CPM.*
  • Bonus pay that adds up. Earn an additional 4 CPM monthly safe driver bonus* on top of base pay.
  • Flexible home time. Get home weekly or bi-weekly depending on location and route.
  • Consistent miles, strong weeks. Run 2,500-3,000 miles per week with steady freight and reliable lanes.

Company Driver Benefits

  • Get paid to get started. Earn a $2,500 sign-on bonus plus $1,000 orientation pay.*
  • Extra pay for the work you do. $75 tarp pay plus clean inspection bonuses ranging from $25-$75.*
  • Full coverage, fully paid. 100% paid medical premium plus access to a 401(k).
  • Driver-friendly policies. Pet and rider programs so you don't have to run alone.
  • Time off that matters. Enjoy 7 paid holidays each year.
  • Referral rewards. Earn $2,500 for every driver you refer.
  • Modern, comfortable equipment. Trucks equipped with APUs, inverters, and refrigerators.

All pay and bonus amounts may vary by job type, location, experience level, and performance and are subject to change based on company discretion. Talk with a recruiter to confirm specific details.

There is no deadline to apply. Applications are accepted on an ongoing basis.

Driver Requirements

  • Valid Class A CDL
  • 6 months of OTR flatbed experience OR 1 year non-flatbed OTR experience

Reference Number: 130100005-040126

Posted 2026-04-09

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