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Contract Driver Jobs in Wisconsin (NOW HIRING)

Centerline Drivers

Class A CDL Truck Driver

Tomah, WI · On-site

$32/hr

... 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 ...

TSMG

Driver - Company Car Provided

Kenosha, WI · On-site

$15 - $18/hr

W-2 contract and fast onboarding Requirements * Valid driver's license * Clean driving record * Good driving skills and road awareness * Responsible, reliable, and punctual * Comfortable using basic ...

TSMG

Driver - Company Car Provided

Kenosha, WI

$15 - $18/hr

W-2 contract and fast onboarding Requirements * Valid driver's license * Clean driving record * Good driving skills and road awareness * Responsible, reliable, and punctual * Comfortable using basic ...

TSMG

Driver - Company Car Provided

Waupaca, WI · On-site

$15 - $18/hr

W-2 contract and fast onboarding Requirements * Valid driver's license * Clean driving record * Good driving skills and road awareness * Responsible, reliable, and punctual * Comfortable using basic ...

TSMG

Driver - Company Car Provided

Kenosha, WI

$15 - $18/hr

W-2 contract and fast onboarding Requirements * Valid driver's license * Clean driving record * Good driving skills and road awareness * Responsible, reliable, and punctual * Comfortable using basic ...

TSMG

Driver - Company Car Provided

Waupaca, WI · On-site

$15 - $18/hr

W-2 contract and fast onboarding Requirements * Valid driver's license * Clean driving record * Good driving skills and road awareness * Responsible, reliable, and punctual * Comfortable using basic ...

Centers for Independence

Driver - PSN

Milwaukee, WI · On-site

Comply with all driver and passenger record keeping requirements that include daily driver trip sheets, vehicle inspections, rider pickup and drop-off times, Title XIX (MTM Contract requirements ...

JR Metal Works LLC

Driver

Kewaunee, WI · On-site

Position Summary A Driver at JR Metal Works plays a vital role in keeping our operations running ... Nothing in this creates a contract of employment or guarantees compensation or advancement.

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All JobsContract Driver JobsContract Driver Jobs in Wisconsin

Contract Driver information

See Wisconsin salary details

$11

$37

$86

How much do contract driver jobs pay per hour?

As of Aug 6, 2026, the average hourly pay for contract driver in Wisconsin is $37.32, according to ZipRecruiter salary data. Most workers in this role earn between $17.45 and $63.32 per hour, depending on experience, location, and employer.

What are common challenges contract drivers face and how can they be managed?

Contract drivers often face challenges such as unpredictable schedules, variable workloads, and maintaining their own vehicles. Managing these challenges involves strong time-management skills, staying organized with route planning, and ensuring regular vehicle maintenance. Many contract drivers also join professional networks or use mobile apps to streamline their work and find new opportunities, which can help reduce downtime and increase efficiency.

What is the difference between Contract Driver vs Delivery Driver?

AspectContract DriverDelivery Driver
CredentialsDriver's license, possibly commercial licenseDriver's license, sometimes specialized for certain vehicles
Work EnvironmentIndependent or contracted, often flexible hoursEmployed by a company, regular routes, scheduled hours
Employer & Industry UsageFreelance or contracted basis across various industriesCompany-employed, retail, food, or parcel delivery sectors
Search & Comparison IntentHigh overlap in credentials and work environmentSimilar roles but typically more structured employment

Contract drivers operate independently or on a contractual basis, offering flexibility and often working across multiple industries. Delivery drivers are usually employed by companies, following scheduled routes. Both roles require a valid driver's license, but contract drivers tend to have more autonomy, while delivery drivers have more structured hours.

What skills and qualifications are needed to thrive as a contract driver?

To thrive as a Contract Driver, you need a valid driver's license, a clean driving record, and familiarity with local routes and traffic laws. Experience with GPS navigation systems, delivery management apps, and, in some cases, a commercial driver's license (CDL) are typically required. Strong time management, reliability, and customer service skills make someone stand out in this role. These skills and qualities ensure timely, safe deliveries and positive client interactions, which are critical for building trust and repeat business.

What does a contract driver do?

As a contract driver, your primary responsibilities are to drive a vehicle to transport materials or items on a contract basis. Your duties vary depending on the details of each contract. You may drive a truck on a set delivery route to transport cargo, or you may have independent courier contracts and pick up and deliver materials for businesses, medical service providers, or private individuals. If you work as a courier, you may coordinate with a dispatch operator to receive information for each delivery. Contract drivers typically own the vehicle that they drive.

What is a contract driver?

Contract drivers are independent professionals who transport goods, packages, or passengers for companies or individuals based on a contractual agreement rather than as direct employees. They may work for delivery services, ride-share platforms, or logistics companies, often using their own vehicles. Contract drivers are responsible for managing their schedules, maintaining their vehicles, and handling taxes as independent contractors. This role offers flexibility but does not typically include benefits like health insurance or paid time off.
More about Contract Driver jobs
What are the most commonly searched types of Driver jobs in Wisconsin? The most popular types of Driver jobs in Wisconsin are:
What are popular job titles related to Contract Driver jobs in Wisconsin? For Contract Driver jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Contract Driver jobs in Wisconsin look for? The top searched job categories for Contract Driver jobs in Wisconsin are:
What cities in Wisconsin are hiring for Contract Driver jobs? Cities in Wisconsin with the most Contract Driver job openings:
Contract Driver jobs near you
Infographic showing various Contract Driver job openings in Wisconsin as of July 2026, with employment types broken down into 1% As Needed, 68% Full Time, 29% Part Time, and 2% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $77,631 per year, or $37.3 per hour.

669 Union Contract Foreman

Ryan Fireprotection Inc.

Milwaukee, WI • On-site

Full-time

Re-posted 11 days ago

Job description

669 Union Contract Foreman
This is a 669 Union position - open to non-union employees who can be organized but must have 10+ years experience in the sprinkler fitting industry,
Requirements:
  • Will be on the on-call rotation
  • Will be in company van
  • Responsible for completing service jobs and paperwork daily
  • As Foreman you must have completed the 5-year apprenticeship program or have equivalent experience in a non-union company
  • Candidates must possess and maintain a valid driver's license. The ability to drive to job sites / work locations may be a requirement of this position. A motor vehicle record (MVR) check will be conducted as part of the hiring process.
  • Employment is contingent upon successful completion of a background check.

Important Skills:
  • Understanding and communicating with customers on their needs
  • Ability to lead a team
  • Ability to run a project
  • Knowledgeable in NFPA 25 & 13

Apply