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Holiday Delivery Driver Jobs in Wisconsin (NOW HIRING)

Staples, Inc.

Delivery Driver

Green Bay, WI · On-site

$21.75 - $24/hr

As a Delivery Driver, you will transport products safely and deliver office supplies on your ... Some Full-Time benefits include: 112 Hours of PTO and Holiday Schedule (7 observed paid holidays ...

Staples, Inc.

Delivery Driver

Green Bay, WI

$21.75 - $24/hr

As a Delivery Driver, you will transport products safely and deliver office supplies on your ... Some Full-Time benefits include: 112 Hours of PTO and Holiday Schedule (7 observed paid holidays ...

Staples, Inc.

Delivery Driver

Green Bay, WI

$21.75 - $24/hr

As a Delivery Driver, you will transport products safely and deliver office supplies on your ... Some Full-Time benefits include: 112 Hours of PTO and Holiday Schedule (7 observed paid holidays ...

Staples, Inc. Careers

Delivery Driver

Green Bay, WI

$21.75 - $24/hr

As a Delivery Driver, you will transport products safely and deliver office supplies on your ... Some Full-Time benefits include: 112 Hours of PTO and Holiday Schedule (7 observed paid holidays ...

Route Elite

FedEx Delivery Driver

Madison, WI · On-site

$950 - $1.2K/wk

Paid holiday * Paid vacation * Paid training Paid training will be provided that covers delivery/route procedures, standard equipment operations, customer service skills, and driver safety. Consent ...

Toppers Pizza

Delivery Driver

Oshkosh, WI · On-site

$17 - $20/hr

Our Delivery Drivers bring it with passion by coming to work ready to make things happen. To be ... Holiday Pay on certain holidays that we are open * Meal Discounts (70% While Working!) * Rapid ...

Toppers Pizza

Delivery Driver

Milwaukee, WI · On-site

$20/hr

Our Delivery Drivers bring it with passion by coming to work ready to make things happen. To be ... Holiday Pay on certain holidays that we are open * Meal Discounts (70% While Working!) * Rapid ...

Toppers Pizza

Delivery Driver

Madison, WI · On-site

$20/hr

Our Delivery Drivers bring it with passion by coming to work ready to make things happen. To be ... Holiday Pay on certain holidays that we are open * Meal Discounts (70% While Working!) * Rapid ...

Toppers Pizza

Delivery Driver

Oshkosh, WI · On-site

$20/hr

Our Delivery Drivers bring it with passion by coming to work ready to make things happen. To be ... Holiday Pay on certain holidays that we are open * Meal Discounts (70% While Working!) * Rapid ...

Toppers Pizza

Delivery Driver

Whitewater, WI · On-site

$20/hr

Our Delivery Drivers bring it with passion by coming to work ready to make things happen. To be ... Holiday Pay on certain holidays that we are open * Meal Discounts (70% While Working!) * Rapid ...

Toppers Pizza

Delivery Driver

Franklin, WI · On-site

$20/hr

Our Delivery Drivers bring it with passion by coming to work ready to make things happen. To be ... Holiday Pay on certain holidays that we are open * Meal Discounts (70% While Working!) * Rapid ...

Toppers Pizza

Delivery Driver

Wausau, WI · On-site

$17 - $20/hr

Our Delivery Drivers bring it with passion by coming to work ready to make things happen. To be ... Holiday Pay on certain holidays that we are open * Meal Discounts (70% While Working!) * Rapid ...

Toppers Pizza

Delivery Driver

Whitewater, WI · On-site

$17 - $20/hr

Our Delivery Drivers bring it with passion by coming to work ready to make things happen. To be ... Holiday Pay on certain holidays that we are open * Meal Discounts (70% While Working!) * Rapid ...

Toppers Pizza

Delivery Driver

Fitchburg, WI · On-site

$17 - $20/hr

Our Delivery Drivers bring it with passion by coming to work ready to make things happen. To be ... Holiday Pay on certain holidays that we are open * Meal Discounts (70% While Working!) * Rapid ...

Toppers Pizza

Delivery Driver

Stevens Point, WI · On-site

$8.50/hr

Part-time and full-time delivery driver positions are open now. You'll use your own vehicle to ... Holiday pay on certain holidays we're open * Payroll advance on earned income, up to $500 per pay ...

Toppers Pizza

Delivery Driver

Wauwatosa, WI · On-site

$10/hr

Part-time and full-time delivery driver positions are open now. You'll use your own vehicle to ... Holiday pay on certain holidays we're open * Payroll advance on earned income, up to $500 per pay ...

Cardinal Health

Delivery Driver

Marshfield, WI · On-site

$17/hr

Holiday rotation typically one per year from 4:00 am - 8:00 am. On-call rotation 1- 2 day per week ... deliveries to customer accounts on assigned route using a company vehicle (non-cdl) Packages ...

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All JobsHoliday Delivery Driver JobsHoliday Delivery Driver Jobs in Wisconsin

Holiday Delivery Driver information

See Wisconsin salary details

$8

$18

$25

How much do holiday delivery driver jobs pay per hour?

As of Aug 26, 2026, the average hourly pay for holiday 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 holiday delivery driver?

Holiday Delivery Drivers are professionals hired by delivery companies or retailers to handle increased package volume during busy holiday seasons, such as Christmas or Black Friday. Their main responsibilities include picking up parcels from distribution centers, safely transporting them, and delivering them to customers' homes or businesses. These roles are often temporary or seasonal, but they play a crucial role in ensuring timely deliveries when demand is at its peak. Holiday Delivery Drivers need a valid driver's license, good time management skills, and the ability to lift and carry packages. Excellent customer service and a strong work ethic are also important for this fast-paced job.

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

To thrive as a Holiday Delivery Driver, you need a valid driver's license, a clean driving record, and strong route planning skills. Familiarity with GPS navigation systems, delivery tracking apps, and sometimes handheld scanners is commonly required. Excellent time management, reliability, and strong customer service skills help you stand out in this role. These abilities ensure timely, accurate deliveries and a positive customer experience, especially during the busy holiday season.

What are some common challenges faced by holiday delivery drivers during peak season, and how can they be managed?

Holiday Delivery Drivers often encounter increased package volumes, tight delivery schedules, and unpredictable weather during peak season. Staying organized, planning efficient routes, and maintaining clear communication with dispatchers can help manage these challenges. Additionally, practicing safe driving, taking regular breaks, and using time-management tools are essential for staying productive and reducing stress during busy periods.

What is the difference between Holiday Delivery Driver vs Parcel Delivery Driver?

AspectHoliday Delivery DriverParcel Delivery Driver
CredentialsValid driver's license, sometimes specialized vehicle certificationsValid driver's license, standard vehicle operation
Work EnvironmentPrimarily during holiday seasons, often in urban/suburban areasYear-round, various locations, including residential and commercial areas
Employer & IndustryCourier companies, retail, e-commerce during peak seasonsCourier companies, logistics, e-commerce, postal services

Holiday Delivery Drivers focus on delivering packages during peak holiday seasons, often working extended hours. Parcel Delivery Drivers operate year-round, handling daily deliveries across diverse locations. While both roles require a valid driver's license and knowledge of delivery routes, Holiday Delivery Drivers work intensively during specific periods, whereas Parcel Delivery Drivers have a consistent schedule throughout the year.

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 Holiday Delivery Driver jobs in Wisconsin?

For Holiday Delivery Driver jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Holiday Delivery Driver jobs in Wisconsin look for?

The top searched job categories for Holiday Delivery Driver jobs in Wisconsin are:

What cities in Wisconsin are hiring for Holiday Delivery Driver jobs?

Cities in Wisconsin with the most Holiday Delivery Driver job openings:

Holiday Delivery Driver jobs near you
Infographic showing various Holiday Delivery Driver job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 29% Part Time, and 2% Contract. Highlights an 97% Physical, and 3% Remote job distribution, with an average salary of $38,742 per year, or $18.6 per hour.

Delivery Driver

Staples, Inc.

Green Bay, WI • On-site

$21.75 - $24/hr

Full-time

Retirement, PTO

Re-posted 23 days ago

Staples rating

5.7

Company rating: 5.7 out of 10

Based on 637 frontline employees who took The Breakroom Quiz

457th of 738 rated retailers

Job description


6:00am-2:30pm/Monday-Friday
When joining our Supply Chain team, you can feel right away that people are at the heart of what we do. You'll be surrounded by a team who is looking to make an impact on our customers, our community, and each other. By pairing innovative technology with dynamic employees, we create smarter, more efficient ways to deliver for customers. Our network of distribution, fulfillment, fleet, furniture installation and professional teams work together in fun and safe environments to deliver state-of-the-art products, services and expertise to our customers.
What you'll be doing:
As a Delivery Driver, you will transport products safely and deliver office supplies on your assigned route to customers. At times, depending on volume, you will load your truck.
Safety is our utmost priority so, in this role, we will look to you to ensure safe work practices and embrace and foster our safety culture.
You will organize and load product for delivery utilizing the manifest assuring the most efficient delivery route and schedule. You will be a problem solver for our customers; providing customer support, accepting product returns and will be empowered to make your customers' day. You're our brand on wheels!
You will be essential to the success of Staples Supply Chain as we deliver to our customers.
What you bring to the table:
  • An ability to be a safe and courteous driver who can navigate your way around a map and all kinds of weather and road conditions.
  • An ability to make sound decisions, be it driving, parking, safety related and/or customer interaction related.
  • An inclusive approach with your colleagues and customers to forge strong relationships and foster collaboration to resolve issues.
  • An ability to use technology including GPS and mobile Proof of Delivery (POD) devices.
  • An ability and willingness to maintain cleanliness of vehicle including performing pre-trip vehicle inspections and reporting any maintenance concerns.

What's needed- Basic Qualifications:
  • Must have a valid drivers' license with a driving record indicating a safe driving history acceptable to the company and at all times remain eligible to drive a commercial motor vehicle under applicable laws and regulations.
  • Ability to pass a DOT physical and drug screen (No THC) to the extent legally permissible.
  • Must obtain a 6-month DOT medical card specific to the role.
  • Basic English language skills (both verbal and written communications).
  • Full-Time associates must have the ability to work additional hours beyond scheduled shift; additional overtime hours will be required based on business need.
  • Ability to lift up to 70lbs, push and pull items weighing up to 400lbs. with the assistance of hand carts/material handling equipment, and occasionally maneuver up to 130 lbs.
  • Must wear safety composite shoes.
  • Must be at least 21 years of age.

What's needed- Preferred Qualifications:
  • High school diploma/GED or equivalent work experience.
  • Minimum 1-year of truck driving experience (operating a 16ft or longer straight truck) or comparable driving experience.
  • High volume package delivery experience.

We Offer:
  • Competitive Pay: $21.75-$24.00/hour Based on Experience.
  • Ability to earn additional compensation through our Safety Program.
  • Receive a pair of work shoes after 30 days.
  • Inclusive culture with associate-led Business Resource Groups.
  • Staples offers both Full-Time and Part-Time benefits. Some Full-Time benefits include: 112 Hours of PTO and Holiday Schedule (7 observed paid holidays + 1 floating holiday), Online and Retail Discounts, Company Match 401(k), Physical and Mental Health Wellness programs, and more!

The physical demands described are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
#HTF
About Us
Staples is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender identity, sexual orientation, age, national origin, protected veteran status, disability, or any other basis protected by federal, state, or local law.

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About Staples

Sourced by ZipRecruiter

Staples is the country's largest operator of office supplies superstores, offering a vast selection of products at low prices, primarily to small business owners. The company has a strong online presence and operates over 994 stores in the U.S. and 40 warehouses/fulfillment centers. The company was founded by Leo Kahn and Thomas G. Stemberg, and opened its first store in Brighton, Massachusetts on May 1, 1986. By 1996, it had reached the Fortune 500, and later acquired the office supplies company Quill Corporation. Staples provides office and school supplies, office furnishings, electronics, software, snack and beauty products, as well as offering printing and technological services. The company has a strong commitment to innovation and customer service.

Industry

Retail

Company size

10,000+ Employees

Headquarters location

Framingham, MA, US

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