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Drivers Contract Jobs in Wisconsin (NOW HIRING)

Class A CDL Truck Driver

Tomah, WI · On-site

$32/hr

  • Medical

  • Dental

  • Vision

  • Life

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

Local Class A CDL Truck Driver

Tomah, WI · On-site

$35/hr

  • Medical

  • Dental

  • Vision

  • Life

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

Local Class A CDL Truck Driver

Mauston, WI · On-site

$32/hr

  • Medical

  • Dental

  • Vision

  • Life

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

Local Class A Truck Driver

Burlington, WI · On-site

$27.04/hr

  • Medical

  • Dental

  • Vision

  • Life

We are looking for truck drivers who have expertise in navigating the area. You will excel in this ... Contract Administration. TrueBlue, Inc. and its brands welcome and encourage applications from ...

Local Class A Truck Driver

Burlington, WI · On-site

$27.04/hr

  • Medical

  • Dental

  • Vision

  • Life

We are looking for truck drivers who have expertise in navigating the area. You will excel in this ... Contract Administration. TrueBlue, Inc. and its brands welcome and encourage applications from ...

Showing results 21-40

Drivers Contract information

What is the difference between Drivers Contract vs Delivery Driver?

AspectDrivers ContractDelivery Driver
CredentialsDriver's license, possibly commercial licenseDriver's license, sometimes specialized for certain vehicles
Work EnvironmentVaries; may include long-term employment, company vehiclesOn-the-road deliveries, often flexible hours
Employer & Industry UsageUsed by logistics, transportation companies for contractual rolesCommon in retail, food delivery, courier services
Search & Comparison IntentPeople comparing contractual vs permanent driving rolesPeople looking for delivery job opportunities

Drivers Contract roles typically involve formal agreements with specific terms, often with a company or logistics provider, and may include benefits. Delivery Drivers usually focus on transporting goods or food, often with flexible hours and less formal contracts. Understanding these differences helps job seekers find roles that match their credentials and work preferences.

How to be a drivers contract?

To establish a drivers contract, both parties should agree on terms such as compensation, work hours, responsibilities, and duration, often documented in a written agreement. Drivers typically need a valid driver's license, relevant vehicle insurance, and may require a clean driving record or specific certifications depending on the type of driving job. Ensuring clarity on expectations helps create a legally binding and enforceable contract.

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

The most popular types of Drivers jobs in Wisconsin are:

Infographic showing various Drivers Contract job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 64% Full Time, 34% Part Time, and 1% Contract. Highlights an 99% Physical, and 1% Remote job distribution.

Regional Truck Driver Company - 6mo EXP Required - Dry Van - $95k - $105k per year - Contract Transp

Contract Transport Services, LLC

Howard, WI

$95K - $105K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 8 days ago


Job description

Regional Truck Driver-Home Weekly.

Company Overview
Contract Transport Services is a well-established logistics provider with a rich history dating back to 1985. We specialize in dedicated local services, yard management, and truckload transportation across multiple regions. Our focus is on delivering quality service with professionalism and reliability, ensuring our employees find a positive and rewarding work environment.
Job Overview
We are seeking an energetic and dedicated CDL A Midwest Regional Truck Driver to join our team! In this role, you will operate tractor-trailer across regional routes, primarily within the Midwest area. You’ll be operating a sleeper cab truck with a dry van trailer. This position will be home weekly typically for 2 days on the weekend and a chance and running through the house 1-2 times per week. Primary runs between Green bay, WI, Milwaukee, Chicago, IL, Ankeny, IA and Minneapolis, MN.
Pay:
  • This position has a starting rate of .66CPM
  • Accessorial pay including detention, breakdown, stop pay, premium pay and much more.
  • Average earner around $95k-105k/year
Benefits:
  • Medical, Dental, Vision, 401k, Paid Vacation, Paid Holidays, Profit Sharing.
Experience
  • Valid CDL A license with at least 6 months of driving experience.
  • Proven experience in commercial driving, particularly in route driving within regional areas.
Job Type: Full-time
Benefits:
  • 401(k)
  • Dental insurance
  • Flexible spending account
  • Health insurance
  • Life insurance
  • Paid orientation
  • Paid time off
  • Paid training
  • Passenger ride along program
  • Pet rider program
  • Profit sharing
  • Referral program
  • Safety equipment provided
  • Vision insurance
Work Location: In person
Wage Range: 95000.00 - 105000.00 per year
General Description of Benefits: Weekly direct deposit Medical, dental, and vision insurance 401(k) with profit sharing Paid vacation Paid training and orientation Rider and pet policies
6 Months of CDL A Driving Experience