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Independent Contractor Delivery Driver Jobs in Madison, WI

Drivers Net LLC

Independent Courier Contractor

Madison, WI · On-site

$35 - $40/hr

Independent Courier Contractor - Meal Prep Delivery (Use Your Own Vehicle) $20/hr + $0.655 per mile ... Valid driver's license * Active personal auto insurance * Reliable personal vehicle in good working ...

GoPuff

Gopuff Delivery Driver

Cross Plains, WI

$16.75 - $21/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

GoPuff

Gopuff Delivery Driver

De Forest, WI

$16.75 - $21.25/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Cottage Grove, WI · On-site

$15.75 - $20/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Madison, WI · On-site

$17 - $21.25/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Maple Bluff, WI · On-site

$17 - $21.25/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Fitchburg, WI · On-site

$17 - $21.25/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Middleton, WI · On-site

$17.25 - $21.50/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Brooklyn, WI · On-site

$17.25 - $21.75/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

GoPuff

Gopuff Delivery Driver

Waunakee, WI

$17.25 - $21.50/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Fitchburg, WI · On-site

$17 - $21.25/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

GoPuff

Gopuff Delivery Driver

Madison, WI

$17 - $21.25/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Sun Prairie, WI · On-site

$16.25 - $20.50/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Maple Bluff, WI · On-site

$17 - $21.25/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

GoPuff

Gopuff Delivery Driver

Madison, WI

$17 - $21.25/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Brooklyn, WI · On-site

$17.25 - $21.75/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

GoPuff

Gopuff Delivery Driver

Madison, WI · On-site

$17 - $21.25/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Waunakee, WI · On-site

$17.25 - $21.50/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

Gopuff

Gopuff Delivery Driver

Sun Prairie, WI · On-site

$16.25 - $20.50/hr

Sign up today and start earning! - Delivery Driver Partners will be independent contractors. Delivery Driver Partners must have a valid driver's license, minimum auto insurance and complete a ...

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All JobsIndependent Contractor Delivery Driver JobsIndependent Contractor Delivery Driver Jobs in Madison, WI

Independent Contractor Delivery Driver information

See Madison, WI salary details

$8

$18

$25

How much do independent contractor delivery driver jobs pay per hour?

As of Aug 21, 2026, the average hourly pay for independent contractor delivery driver in Madison, WI is $18.59, according to ZipRecruiter salary data. Most workers in this role earn between $16.25 and $20.34 per hour, depending on experience, location, and employer.

What is an independent contractor delivery driver?

Independent Contractor Delivery Drivers are self-employed individuals who use their own vehicles to deliver goods, packages, or food for various companies or clients. Unlike traditional employees, they work on a contract basis and have the flexibility to choose their working hours and delivery routes. They are responsible for managing their own taxes, insurance, and vehicle maintenance. Many work with platforms like Uber Eats, DoorDash, or Amazon Flex. This role is ideal for people seeking flexible, gig-based work.

What does an independent contractor delivery driver do?

An independent contractor delivery driver operates via a contract with clients on a self-employed basis. Your responsibilities include delivering shipments, driving a commercial vehicle in potentially adverse traffic or weather conditions, loading and unloading, and tracking deliveries through written or electronic reports. Other duties include maintaining a delivery schedule, navigating along optimal routes, tracking data, and maintaining your truck by following proper maintenance schedules.

What are the key skills and qualifications needed to thrive as an independent contractor delivery driver?

To thrive as an Independent Contractor Delivery Driver, you need a valid driver’s license, reliable vehicle, good driving record, and strong time management skills. Familiarity with GPS navigation apps, delivery platforms, and basic smartphone operations is typically required. Excellent communication, reliability, and customer service skills help you stand out in this role. These abilities ensure timely, safe deliveries and positive customer interactions, which are vital for maintaining contracts and reputation.

What are some common challenges faced by independent contractor delivery drivers, and how can they be managed?

Independent contractor delivery drivers often face challenges such as fluctuating workloads, unpredictable traffic conditions, and maintaining their own vehicles. Managing these challenges typically involves proactive route planning, regular vehicle maintenance, and effective communication with dispatchers or customers. Additionally, keeping organized records of deliveries and expenses is crucial for both efficiency and tax purposes. Joining local driver forums or networks can also provide support and tips from peers.

What is the difference between Independent Contractor Delivery Driver vs Delivery Driver?

AspectIndependent Contractor Delivery DriverDelivery Driver
CredentialsNone specific; may need a valid driver’s licenseValid driver’s license; sometimes specific certifications
Work EnvironmentSelf-employed; flexible hours; operates own vehicleEmployed by a company; scheduled shifts; company vehicle often provided
Employer & Industry UsageWorks independently for multiple platforms or clientsWorks directly for a delivery company or restaurant
Search & Comparison IntentLooking for flexible, independent delivery workSeeking traditional employment with a delivery company

In summary, an Independent Contractor Delivery Driver operates independently, often with their own vehicle and flexible hours, while a Delivery Driver is typically employed by a company with scheduled shifts and possibly a company vehicle. The choice depends on your preference for independence versus structured employment.

More about Independent Contractor Delivery Driver jobs

What are the most commonly searched types of Delivery Driver jobs in Madison, WI?

The most popular types of Delivery Driver jobs in Madison, WI are:

What are popular job titles related to Independent Contractor Delivery Driver jobs in Madison, WI?

For Independent Contractor Delivery Driver jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Independent Contractor Delivery Driver jobs in Madison, WI look for?

The top searched job categories for Independent Contractor Delivery Driver jobs in Madison, WI are:

What cities near Madison, WI are hiring for Independent Contractor Delivery Driver jobs?

Cities near Madison, WI with the most Independent Contractor Delivery Driver job openings:

Independent Contractor Delivery Driver jobs near you
Infographic showing various Independent Contractor Delivery Driver job openings in Madison, WI as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 29% Part Time, and 3% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $38,676 per year, or $18.6 per hour.

Independent Courier Contractor

Drivers Net LLC

Madison, WI • On-site

$35 - $40/hr

Part-time, Contractor

Posted 16 days ago

Job description

Independent Courier Contractor – Meal Prep Delivery (Use Your Own Vehicle)

$20/hr + $0.655 per mile Part-Time Consistent Routes

We are hiring Independent Courier Contractors to support scheduled meal-prep delivery routes. This is route-based, predictable work using your personal vehicle. Deliveries consist of lightweight meal-prep bags — no heavy lifting, no warehouse work, no box trucks.

This is not gig-app delivery. Routes and shift times are fixed and assigned in advance.

Pay

  • Starting at $22 per hour (average with mileage is $35-$40/hr)
  • $0.655 per mile reimbursement (fuel + vehicle wear and tear)
  • Paid weekly
  • Above minimum wage plus mileage reimbursement
  • If you work all 4 shifts any given week, you get a $2/ hour bonus that week

Schedule

  • Sunday: 4:30 PM – 9:00 PM
  • Monday: 5:30 AM – 10:00 AM
  • Wednesday: 4:30 PM – 9:00 PM
  • Thursday: 5:30 AM – 10:00 AM

Typical shift length: 4-5.5 hours
Consistent weekly scheduling

Job Duties

  • Pick up pre-packaged meal-prep orders from a designated hub
  • Complete assigned multi-stop residential delivery routes (20–35 stops)
  • Deliver lightweight meal-prep bags to customers' homes
  • Collect empty cooler bags and ice packs as instructed
  • Follow route instructions and delivery guidelines
  • Communicate delivery completion or issues as needed
  • Operate your vehicle safely and follow traffic laws

Vehicle & Equipment

  • Personal vehicle required (sedan, SUV, or hatchback)
  • Smartphone with GPS navigation
  • No special equipment required

Physical Requirements

  • Light lifting only (meal-prep bags)
  • No heavy lifting

Requirements

  • Valid driver's license
  • Active personal auto insurance
  • Reliable personal vehicle in good working condition
  • Dependable and punctual
  • Strong customer service skills
  • Ability to work independently
  • Background check may be required depending on client requirements

Work Location

In-person deliveries starting from a hub in the Milwaukee area

Independent Contractor Status

This role is offered on a 1099 independent contractor basis. Contractors are responsible for their own taxes and insurance, with mileage reimbursement provided as outlined.

How to Apply

Apply here and include:

  • Your name
  • Phone number
  • Email
  • Resume

Qualified applicants will be contacted for next steps.

Job Type: Part-time

Benefits:

  • Flexible schedule

Work Location: In person

PLEASE CHECK YOUR EMAIL FOR NEXT STEPS AFTER SUBMISSION. PLEASE CHECK SPAM AS WELL.