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Regional Driver Jobs in Wisconsin (NOW HIRING)

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CDL A Driver - Regional

Milwaukee, WI · On-site

$1.7K - $2.5K/wk

... Regional Driver Location: Greater Chicago Area (Hiring and servicing throughout IL, IN, WI, MI, IA, MN, MO, OH & KY) Pay: Competitive Weekly Pay + Inspection Bonuses + Safe Driving Bonuses ...

Rate of Pay: $33.35 Class B CDL is required Most communications will be done electronically. Please ... As a Track Laborer - Regional, you will play a vital role in the upkeep and enhancement of the ...

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Regional Driver information

See Wisconsin salary details

$766

$1.5K

$1.9K

How much do regional driver jobs pay per week?

As of Aug 18, 2026, the average weekly pay for regional driver in Wisconsin is $1,472.83, according to ZipRecruiter salary data. Most workers in this role earn between $1,261.54 and $1,640.38 per week, depending on experience, location, and employer.

What is a regional driver?

Regional Drivers are professional truck drivers who transport goods within a specific geographic area, typically covering several states or a defined region rather than the entire country. Unlike over-the-road (OTR) drivers who may be on the road for weeks at a time, regional drivers often have more predictable routes and schedules, allowing them to be home more frequently, sometimes weekly or even nightly. Their main responsibilities include picking up and delivering freight, following safety regulations, and maintaining accurate logs of their trips.

What are the key skills and qualifications needed to thrive as a regional driver, and why are they important?

To excel as a Regional Driver, you need a valid commercial driver’s license (CDL), a clean driving record, and a solid understanding of road safety regulations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and basic vehicle maintenance tools is typically required. Strong time management, reliability, and communication skills help drivers coordinate with dispatchers and customers effectively. These competencies ensure timely deliveries, compliance with transportation laws, and safe, efficient service over long distances.

What are some common challenges faced by regional drivers, and how can they be managed effectively?

Regional Drivers often face challenges such as meeting tight delivery schedules, adapting to varying road and weather conditions, and managing fatigue during longer routes. Effective time management, regular rest breaks, and staying updated on traffic and weather reports can help mitigate these issues. Additionally, frequent communication with dispatchers and utilizing route planning technology can make daily operations smoother and more efficient.

What is the difference between Regional Driver vs Local Driver?

AspectRegional DriverLocal Driver
Work AreaMultiple states or regions, longer routesSpecific city or local area, shorter routes
Work HoursOften includes overnight stays, flexible schedulesTypically daily home time, consistent hours
CertificationsCommercial Driver's License (CDL)Commercial Driver's License (CDL)
Work EnvironmentHighway driving, long-distance routesCity streets, local deliveries

Regional Drivers and Local Drivers both require a CDL and work within the transportation industry. The main difference lies in their work area and schedule: Regional Drivers cover larger regions with longer routes and may stay overnight, while Local Drivers operate within a specific city or area, returning home daily. Understanding these differences helps job seekers find roles that match their preferences for travel and work environment.

What are the most commonly searched types of Driver jobs in Wisconsin?

The most popular types of Driver jobs in Wisconsin are:

What cities in Wisconsin are hiring for Regional Driver jobs?

Cities in Wisconsin with the most Regional Driver job openings:

Infographic showing various Regional Driver job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 26% Part Time, and 2% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $76,587 per year, or $36.8 per hour.

Regional Milk Delivery Driver

Tom Ottery Transit Inc

Fond Du Lac, WI • On-site

$75K - $85K/yr

Full-time, Per diem

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 14 days ago


Job description

Regional Driver

We are a Family Owned Company that has been servicing the dairy industry for over 75 years. We run a Fleet of 24 trucks Mack, Volvo & Western Star. We also have a full service onsite shop that handles all of our truck and trailer maintenance and repairs in house. We have all Food Grade Kosher tankers that we operate throughout the Midwest, main products we haul are Raw Milk & Cream. Our facility is based just outside of Fond du lac, WI on County Road UU. We are looking to hire on a Full Time Regional Driver, this position would mainly consist of delivering loads of milk from our Fond du lac facility to multiple processing plants throughout the Midwest and then picking up loads of Cream or Skim Milk and delivering them back to processing plants in Wisconsin. These runs average 1075 miles per run and driver is home every other day for the evening, then leave out again the following morning. Scheduling is very flexible, we are looking for someone to run these loads 4-5 days on and then 2-3 days off, all outgoing loads are pre loaded here at our Fond du lac facility. All drivers have their own assigned trucks, starting pay will range from .50-.65 cents per mile depending on experience. We also pay out stop charges "Per stop", per diem, detention pay and weekend and holiday bonus pay.

Qualifications and Skills

Must have 2 years experience or Training School certificate. Clean driving record.

Required: Class A Commercial License with Tanker Endorsement

Required: Federal Medical Card "Tier 1"

Benefits

Full Medical, Dental & Vision Insurance, 401-K/with company match, paid vacation after 6 months

Job Type: Full-time

Pay: $75,000.00 - $85,000.00 per year

Benefits:


  • 401(k)
  • 401(k) matching
  • Dental insurance
  • Health insurance
  • Life insurance
  • Paid sick time
  • Paid time off
  • Referral program
  • Retirement plan
  • Vision insurance


Supplemental pay types:


  • Detention pay
  • Extra stop pay
  • Layover pay
  • Safety bonus
  • Yearly bonus


Trucking driver type:


  • Company driver


Trucking home time:


  • Home weekly


Trucking route:


  • Regional


Ability to commute/relocate:


  • Fond du Lac, WI: Reliably commute or planning to relocate before starting work (Required)


Experience:


  • Driving: 2 years (Preferred)


License/Certification:


  • CDL A (Required)


Work Location: In person