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CDL-A OTR Driver — Home Every 2-3 Weeks, $1,000/wk Guaranteed

Waukegan, IL Posted Oct 5, 2026

  • Dry Van
  • OTR

Pay

$1,000 - $1,500/wk

Location
Waukegan, IL
Equipment
Dry Van
Route
OTR · USA only
License
CDL A
Position
Company driver

About this job

Run OTR lanes through the central states without covering all 48, based out of the Waukegan, IL area. New CDL-A holders are welcome, and you stay close enough to home to get back every couple of weeks.

Pay

  • Paid weekly during training and once solo
  • Guaranteed $1,000 a week for your first 3 months as a solo driver
  • $1,000 to $1,500 a week after that
  • $15 per stop, not counting your first and last stop
  • Weekly direct deposit

Home time

Loads average around 500 miles, and from the Chicago area you're never more than about 2 days out. Expect to be out roughly two weeks at a time, home every two to three weeks.

What you'll haul

Dry van freight, a mix of drop-and-hook and live loads, running lanes through the middle of the country out of several area terminals.

Getting started

  • A recruiter walks through your CDL and driving record with you by phone
  • Orientation runs up to 2 days, with your hotel covered, a one-way bus ticket reimbursed, and $300 paid once you're hired
  • You'll spend 4 to 6 weeks with a mentor covering backing, trip planning, logs and fueling, and you're paid the whole time
  • You then get your own truck, averaging about 1.5 years old, in automatic or 10-speed
  • Your pay won't fall below $1,000 a week for your first 3 months running solo

Requirements

  • Age 21 or older with a Class A CDL
  • New drivers: at least 120 hours of CDL school, or 6 months of recent driving experience if less
  • Up to 2 moving violations in the last 2 years is fine; no DUI or DWI in the past 10 years
  • Must pass a DOT physical and a hair and urine drug screen

Benefits

After 30 days: medical, dental, vision and prescription coverage, a 401(k), an employee stock purchase plan, paid vacation, annual raises, and a free online degree program for you plus one family member. Pets and riders are welcome, and trainees can bring a dog once training wraps up.

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 Driver — Home Every 2-3 Weeks, $1,000/wk Guaranteed

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