CDL-A Driver – IL/WI Regional Routes
Listed on 2026-11-04
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Transportation
CDL, Truck Driver
Location: Milwaukee, WI 53222
Pay: $2,100 Weekly Fixed Rate (1099)
Job Type: Full-Time | Regional | CDL-A
Job Summary
We are hiring experienced CDL-A truck drivers in the Milwaukee, WI area for a regional driving position offering $2,100 in fixed weekly compensation
, regular home time, and weekends at home.
Drivers operate primarily throughout Wisconsin and Illinois, hauling 100% no-touch dry van and refrigerated freight in late-model automatic trucks.
This opportunity is ideal for experienced drivers who prefer regional operations over extended OTR schedules while maintaining consistent weekly compensation.
- $2,100 fixed weekly pay (1099 contractor)
- Weekly direct deposit
- $150 layover pay
- $25 detention pay after 2 hours
- Assigned Volvo or Freightliner trucks
- Automatic transmissions
- Approximately 70% drop-and-hook on dry van loads
- Pet policy available
Schedule & Home Time
- Regional routes throughout Wisconsin and Illinois
- Home every second or third night, depending on dispatch
- Home every weekend for a 34-hour reset
- No New York City deliveries
Important: This is not a home-daily position.
- Valid Class A CDL
- At least 6 months of verifiable OTR tractor-trailer experience within the past 3 years
- Must be at least 23 years old
- No more than 2 moving violations in the past 3 years
- No more than 1 DOT-recordable accident in the past 3 years
- No DUI/DWI or felony convictions
- Valid DOT medical card
- No SAP history accepted
Hiring Area
Drivers must live within 50 miles of Milwaukee, WI 53222, or Chicago, IL 60613.
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