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CDL-A OTR Truck Driver — Home Weekends, Starting $0.71/mi

Milwaukee, WI Posted Oct 22, 2026

  • Dry Van
  • OTR

Pay

From $0.71/mi

Location
Milwaukee, WI
Equipment
Dry Van
Route
OTR · USA only
License
CDL A
Position
Company driver
Experience
1+ year

About this job

Our company needs CDL-A drivers for OTR freight running out of Wisconsin, Maryland, and West Virginia. You'll be back home every weekend, hauling dry van loads mostly between Wisconsin and the Northeast.

Pay

  • Starts at $0.71 per mile, with added pay for detention time, breakdowns, and stops
  • Most drivers bring home $100,000-$120,000 per year

Home time

  • Weekends off, usually two days a week

What you'll haul

  • Dry van trailers pulled by a sleeper cab tractor
  • Steady freight lanes running mainly between Wisconsin and Pennsylvania plus other Northeastern states

Requirements

  • Current Class A CDL
  • 6 months or more of tractor-trailer experience is preferred; new grads with less time behind the wheel can go through a Wisconsin-based training program
  • Able to handle OTR routes that include overnight stays
  • Clean safety record with a history of on-time deliveries

Benefits

  • Health coverage (medical, dental, vision)
  • 401(k) plus profit sharing
  • Paid vacation and holiday time
  • Life insurance and a flexible spending account
  • Paid training and orientation
  • Programs that let you bring a pet or passenger along
  • Bonus for referring other drivers
  • Safety gear supplied

This role is open to applicants living within 60 miles of Green Bay, Milwaukee, Appleton, or Manitowoc, WI; Elkton, MD; or Martinsburg, WV.

The hiring carrier's name is shared with you once you apply through the DriverRoll app, where you can message them directly.

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CDL-A OTR Truck Driver — Home Weekends, Starting $0.71/mi

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