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Small Package Delivery Jobs in Wisconsin (NOW HIRING)

Harris Golf Cars

Operations Assistant

Sturtevant, WI · On-site

$20 - $22/hr

Packing and shipping small package inventory items as needed. * Assist with maintaining our fleet of trucks and trailers, following all DOT regulations * Help in the delivery of unit inventory as ...

Blain's Farm & Fleet

Small Engine Technician

Kewaskum, WI · On-site

$18.75/hr

As a family-owned business, we take pride in offering a comprehensive benefits package tailored to ... Deliver exceptional service and create a positive shopping experience by assisting customers with ...

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All JobsSmall Package Delivery JobsSmall Package Delivery Jobs in Wisconsin

Small Package Delivery information

See Wisconsin salary details

$14

$19

$25

How much do small package delivery jobs pay per hour?

As of Sep 3, 2026, the average hourly pay for small package delivery in Wisconsin is $19.93, according to ZipRecruiter salary data. Most workers in this role earn between $18.17 and $21.35 per hour, depending on experience, location, and employer.

What is a small package delivery?

A Small Package Delivery job involves transporting lightweight parcels to homes and businesses. Drivers typically use personal or company vehicles to ensure timely deliveries. Responsibilities may include loading packages, following designated routes, and providing excellent customer service. Many positions offer flexible schedules and may require a valid driver's license and a clean driving record.

What is a typical workday like for someone in a small package delivery role?

A typical day for a Small Package Delivery professional starts with picking up packages from a distribution center and loading them into your vehicle in a logical delivery sequence. Throughout your shift, you'll follow a planned route using navigation tools, deliver packages to homes and businesses, and obtain customer signatures or proof of delivery when needed. You may also handle special instructions, interact with customers, and sometimes assist with returns or pickups. The role often involves working independently, but you’ll interact with dispatch teams and occasionally collaborate with fellow drivers to cover routes or address delivery challenges. Efficient organization and time management are key to meeting delivery targets and ensuring customer satisfaction.

What are the key skills and qualifications needed to thrive in the small package delivery position?

To thrive as a Small Package Delivery professional, you need a valid driver’s license, a clean driving record, strong time management, and physical stamina for handling packages frequently throughout the day. Familiarity with GPS navigation, route optimization apps, and handheld delivery scanners is often required. Exceptional customer service skills, reliability, and the ability to work independently are valuable soft skills in this position. These qualifications ensure timely, safe deliveries, positive customer interactions, and efficient operations in a fast-paced environment.

Can I deliver packages as a side hustle?

Small Package Delivery jobs often allow for flexible schedules, making them suitable as a side hustle. Many delivery companies do not require full-time commitment and may require a valid driver's license, a reliable vehicle, and insurance; some also use gig economy platforms that facilitate part-time delivery work.

What are popular job titles related to Small Package Delivery jobs in Wisconsin?

For Small Package Delivery jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Small Package Delivery jobs in Wisconsin look for?

The top searched job categories for Small Package Delivery jobs in Wisconsin are:

Small Package Delivery jobs near you
Infographic showing various Small Package Delivery job openings in Wisconsin as of August 2026, with employment types broken down into 70% Full Time, and 30% Part Time. Highlights an 100% In-person job distribution, with an average salary of $41,450 per year, or $19.9 per hour.

Minivan/Cargo Van Owner Operator Delivery Day Shift Milwaukee

Priority Dispatch, Inc.

Milwaukee, WI • On-site

$16.50 - $20.75/hr

Contractor

Re-posted 27 days ago

Job description

Owner Operators Route Delivery Driver

Diamond Expedited is currently looking for Independent Contractor with Minivan or Cargo Van to perform route small package deliveries in the Milwaukee area.

What we have available:

AM route picking up at 5am to be completed by 9am or PM route picking up at 1pm to be completed by 5pm

What We Need From You:

  • To be 21 years of age or older.
  • A valid Driver’s License.
  • A current Automobile Insurance Declarations page.
  • A clean driving record (MVR).
  • Vehicle Registration
  • A Clean background check.
  • An Android or iPhone.
  • A can-do attitude!

What To Expect:

  • This is NOT food delivery.
  • To be surrounded by hardworking individuals like yourself.
  • To be given countless opportunities to grow your business to its full potential.
  • Work with a local team that cares about you and is motivated to help you grow your business.
  • NO EXPERIENCE NEEDED!

The Perks:

  • Competitive rates.
  • Weekly pay.
  • Direct deposit.
  • 1099.
  • Be your own boss.
  • Home every day.

As part: of the qualification process, IC’s will be asked for their consent for Diamond Expedited to procure current information regarding IC’s:

  • Motor Vehicle Report
  • Background Check

EOE/M/F/Disabled/Vet

1099 Independent Contractors are not classified as employees. Qualified applicants will receive consideration without regard to age, race, color, religion, sex, sexual orientation, disability or national origin.

A desire for the referral of Veterans!

Apply