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Contract Delivery Driver Jobs in Wisconsin (NOW HIRING)

DeliverThat

Catering Delivery Driver

Oshkosh, WI · On-site

$16.50 - $20.75/hr

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

DeliverThat

Catering Delivery Driver

Beaver Dam, WI · On-site

$16.50 - $20.75/hr

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

DeliverThat

Catering Delivery Driver

Eau Claire, WI

$16.50 - $20.75/hr

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

DeliverThat

Catering Delivery Driver

Beaver Dam, WI

$16.50 - $20.75/hr

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

DeliverThat

Catering Delivery Driver

Elkhorn, WI

$17.50 - $21.75/hr

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

Papa John's

$15.75 - $19.75/hr

If so, come join our pizza team! We're hiring Delivery Drivers TODAY at an hourly rate plus mileage ... Papa John's is a Federal Contract employer who participates in E-Verify to confirm employment ...

Sherwin-Williams

Delivery Driver

Menasha, WI · On-site

$18/hr

Drivers ensure deliveries are complete, packed correctly, and safely delivered to the correct ... or by contract. As a VEVRAA Federal Contractor, Sherwin-Williams requests state and local ...

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All JobsContract Delivery Driver JobsContract Delivery Driver Jobs in Wisconsin

Contract Delivery Driver information

See Wisconsin salary details

$8

$18

$25

How much do contract delivery driver jobs pay per hour?

As of Aug 9, 2026, the average hourly pay for contract delivery driver in Wisconsin is $18.63, according to ZipRecruiter salary data. Most workers in this role earn between $16.25 and $20.38 per hour, depending on experience, location, and employer.

What is a contract delivery driver?

Contract delivery drivers are independent workers who are hired by companies or individuals to deliver goods, packages, or food on a contractual basis rather than as full-time employees. They typically use their own vehicles and set their own schedules, working for one or multiple delivery platforms such as Amazon Flex, DoorDash, or local courier services. Contract delivery drivers are responsible for picking up items from specified locations and ensuring timely, accurate delivery to customers. They are considered independent contractors, which means they handle their own taxes, insurance, and expenses related to their work.

How to be a contract delivery driver?

To become a contract delivery driver, you typically need a valid driver's license, a clean driving record, and a reliable vehicle that meets company requirements. You may also need to pass a background check and have insurance; some roles require a smartphone or GPS device for navigation. Flexibility in schedule and good customer service skills are also important for success in this role.

What is the difference between Contract Delivery Driver vs Full-Time Delivery Driver?

AspectContract Delivery DriverFull-Time Delivery Driver
CredentialsDriver's license, clean driving recordDriver's license, clean driving record
Work EnvironmentIndependent, flexible schedule, often on a per-job basisCompany-owned vehicles, fixed schedule, regular hours
Employer & Industry UsageFreelance or third-party logistics companiesRetail, food delivery, courier companies
Search & Comparison IntentOften compared for flexibility and independenceCompared for stability and benefits

The main difference between a Contract Delivery Driver and a Full-Time Delivery Driver lies in employment status, schedule flexibility, and benefits. Contract drivers typically work independently with flexible hours, while full-time drivers are employed by a company with fixed schedules and benefits. Your choice depends on your preference for independence versus stability.

How does being a contract delivery driver differ from a full-time delivery position in terms of schedule flexibility and daily workflow?

As a contract delivery driver, you'll typically enjoy greater control over your schedule, allowing you to select shifts or delivery blocks that suit your availability. Unlike full-time employees, contract drivers are generally responsible for planning their own routes, managing time efficiently, and handling customer interactions independently. This flexibility can be appealing, but it also means you'll need strong self-motivation and organizational skills to meet deadlines and service expectations. Additionally, contract drivers are often responsible for their own vehicle maintenance and expenses, which is an important consideration.

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

To thrive as a Contract Delivery Driver, you need a valid driver’s license, good driving record, knowledge of local routes, and often a high school diploma or equivalent. Familiarity with GPS navigation systems, route optimization apps, and sometimes package scanning devices is typically required. Reliability, strong time management, and effective customer service skills set top performers apart in this role. These abilities ensure timely, accurate deliveries and positive customer experiences, which are crucial for client satisfaction and repeat business.
What are the most commonly searched types of Delivery Driver jobs in Wisconsin? The most popular types of Delivery Driver jobs in Wisconsin are:
What are popular job titles related to Contract Delivery Driver jobs in Wisconsin? For Contract Delivery Driver jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Contract Delivery Driver jobs in Wisconsin look for? The top searched job categories for Contract Delivery Driver jobs in Wisconsin are:
What cities in Wisconsin are hiring for Contract Delivery Driver jobs? Cities in Wisconsin with the most Contract Delivery Driver job openings:
Contract Delivery Driver jobs near you
Infographic showing various Contract Delivery 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 $38,742 per year, or $18.6 per hour.

USPS Delivery Contractor - Athelstane, WI

Jusbero Group LLC

Athelstane, WI • On-site

Contractor

Posted 4 days ago

Job description

Salary: $200/Day

Jusbero Group LLC, one of the nations leaders in Contract Delivery Service for the United States Postal Service, with locations nationwide, is currently seeking applicants for mail delivery driver/mail carrier on a United States Postal Service mail route in Athelstane, WI.This route starts 09/09/2026.


REQUIREMENTS

  • Must have legal documentation to work in the United States
  • Must be at least 18 years of age
  • Must have a valid driver's license.
  • Must be able to lift 70 pounds
  • Must be able to work and safely drive in all types of weather conditions
  • Must reside in the area or neighboring town/city of Athelstane, WI.
  • Must have a qualifying vehicle(Cargo Van with at least 120 cubic feet of cargo capacity & less than 5 years old) and minimum liability insurance.


DUTIES & RESPONSIBILITIES

  • Sorting mail and packages in delivery sequence foractive mailboxes
  • Loading mail and parcels in delivery sequence into a delivery vehicle.
  • Delivering mail and packages to customer boxes along an assignedline-of-travel.
  • Dismounting if required to deliver parcels, Express mail, and other accountable mail items.
  • Other administrative duties are required.


PREFERRED QUALIFICATIONS:

  • Former USPS employees/contractors
  • REQUIRES Minivans and Cargo Vans with 120 cubic feet of cargo space without a center console for passenger side mailbox delivery (It will be difficult if you do not but it is possible to do the route)


Must be available to start immediately

  • Work Schedule: Full-Time: 6 Days per Week -Mondays to Saturdays except federal holidays.
  • Time: 8:00am - 4:00pm (8 hours a day or less)
  • You will provide your own vehicle.
  • 56 miles a day. (28 mile long delivery route)
  • $200/Day as a 1099 contractor (PAID MONTHLY)