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Weekend Delivery Jobs in Madison, WI (NOW HIRING)

Store Delivery Driver

Middleton, WI · On-site

$16.75 - $21/hr

People seeking flexible work schedules, including evenings, weekends, or holidays * Students, retirees, or anyone looking for part-time or full-time delivery driving opportunities * Candidates ...

Delivery Driver

Madison, WI · On-site

$1.2K/wk

We deliver organic produce, high-quality meats and seafood, plant-based proteins, dairy, bakery ... Willingness to work overtime and/or possible weekends if the business needs you to * Ability to ...

Delivery Driver

Madison, WI · On-site

$1.2K/wk

We deliver organic produce, high-quality meats and seafood, plant-based proteins, dairy, bakery ... Willingness to work overtime and/or possible weekends if the business needs you to * Ability to ...

Schedule We're open nights and weekends, so that's when we need drivers most, including closing ... Deliver food orders safely and on time using your own vehicle * Greet every customer with real ...

Schedule We're open nights and weekends, so that's when we need drivers most, including closing ... Deliver food orders safely and on time using your own vehicle * Greet every customer with real ...

Delivery Driver

Madison, WI · On-site

$16.50/hr

Drivers ensure deliveries are complete, packed correctly, and safely delivered to the correct ... Must be willing to work all scheduled hours, which may include evenings and weekends, with or ...

Car Delivery Driver

Madison, WI · On-site

$17 - $21.25/hr

As a Cookie Crew Delivery Driver , you'll deliver more than cookies-you'll deliver the moments ... Availability to work evenings, nights, weekends, and holidays. Physical Requirements This position ...

Car Delivery Driver

Madison, WI

$17 - $21.25/hr

As a Cookie Crew Delivery Driver , you'll deliver more than cookies-you'll deliver the moments ... Availability to work evenings, nights, weekends, and holidays. Physical Requirements This position ...

The action happens on evenings and weekends! The ovens are roaring, the line's bumping, and the ... Be part of a delivery driver crew where you can be yourself, earn sweet tips, and fill up on pizza.

Showing results 21-40

Weekend Delivery information

See Madison, WI salary details

$8

$18

$25

How much do weekend delivery jobs pay per hour?

As of Sep 2, 2026, the average hourly pay for weekend delivery 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 a weekend delivery?

Weekend delivery jobs involve transporting packages, food, groceries, or other goods to customers primarily on Saturdays and Sundays. These roles are often part-time and can include working for courier services, food delivery apps, or local businesses. Workers may use their own vehicles, bicycles, or company-provided transportation, depending on the employer. Weekend delivery jobs offer flexibility, making them a popular choice for students or those seeking extra income. Typical requirements include a valid driver’s license, reliable transportation, and good customer service skills.

What are the key skills and qualifications needed to thrive as a weekend delivery driver?

To thrive as a Weekend Delivery Driver, you need a valid driver’s license, a clean driving record, and strong knowledge of local routes or GPS navigation. Familiarity with route optimization apps, handheld scanners, and basic vehicle maintenance is typically necessary. Excellent time management, customer service, and reliability set standout drivers apart. These skills ensure timely, accurate deliveries and positive customer experiences, which are critical for maintaining service standards.

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

Weekend delivery drivers often encounter challenges such as increased traffic, fluctuating delivery volumes, and tight delivery windows. Managing these requires strong time-management skills, familiarity with navigation tools, and effective communication with dispatchers and customers. Being adaptable and proactive—such as planning optimal routes ahead of time and staying updated on traffic conditions—can help ensure timely deliveries and customer satisfaction.

What is the difference between Weekend Delivery vs Delivery Driver?

AspectWeekend DeliveryDelivery Driver
CredentialsValid driver's license, sometimes delivery certificationsValid driver's license, background check
Work EnvironmentPrimarily on weekends, flexible hours, delivery routesDaily routes, flexible or fixed schedules, vehicle operation
Industry UsageLogistics, e-commerce, retailLogistics, food service, retail

Weekend Delivery roles focus on delivering packages mainly during weekends, often with flexible hours. Delivery Drivers work daily or flexible schedules, handling various delivery types. Both roles require a valid driver's license and involve route navigation, but Weekend Delivery is specifically weekend-focused, while Delivery Drivers operate throughout the week.

What delivery companies deliver on weekends?

Many delivery companies, including FedEx, UPS, DHL, and the United States Postal Service (USPS), offer weekend delivery services. These companies often provide options for Saturday and sometimes Sunday deliveries, especially for express or priority shipments, and may require specific scheduling or additional fees. Delivery drivers working in these roles typically need to be flexible with their schedules and may use route planning tools to manage weekend deliveries.

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

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

What cities near Madison, WI are hiring for Weekend Delivery jobs?

Cities near Madison, WI with the most Weekend Delivery job openings:

Infographic showing various Weekend Delivery job openings in Madison, WI as of August 2026, with employment types broken down into 1% As Needed, 63% Full Time, 31% Part Time, 2% Temporary, and 3% Contract. Highlights an 88% Physical, 2% Hybrid, and 10% Remote job distribution, with an average salary of $38,676 per year, or $18.6 per hour.

Part Time Delivery Driver (Lunch and Weekends)

Jimmy John's

De Forest, WI • On-site

$18/hr

Full-time, Part-time

Medical, Retirement

Re-posted 13 days ago


Jimmy John's rating

5.4

Company rating: 5.4 out of 10

Based on 737 frontline employees who took The Breakroom Quiz

44th of 107 rated fast food restaurants


Job description

Jimmy John's Delivery Driver's goal is to get that sandwich in the customer's hand as quick as can be. We do this by learning the most efficient route, double checking orders to ensure everything is accounted for, and hustling on our feet (while always being safe and law abiding while on the street). Drivers take home cash everyday.


While not on the road, Drivers work as In shoppers and are compensated accordingly. Delivery is a customer service job, so following customer's request and doing it with a smile can lead to more successful days.

Benefits:

Benefits:

• $30,000 - $55,000/year

• Health Insurance

• 401K with Company Match

• Opportunity for Advancement

• Free Gourmet Sandwiches


We are a locally owned franchisee (JSB Ventures LLC) and we are looking for Rockstars to add to our growing team. We are looking to hire all positions with opportunity to grow. We have multiple locations if interested in applying. Full time or Part time! Even if you're just looking for a few hours for extra cash!


Pay:

• Inshop $9 - $14/hr

• Drivers $9-$14/hr base wage, plus tips and DMR - there is no reduced rate for on the road pay!

• Person in Charge (PIC) or Assistant Managers $14-$16/hr

• PIC/Assistant with 6 months of employment and 3 months JJ Manager experience - $16.50/hr

• Assistant w / one year at JSB and 6 months JJ manager experience - $17/hr

• Corporate Certified Assistant w/ one year at JSB and 6 months JJ manager experience - $17.50/hr (approved by Director of Operations)

• Corporate Certified Assistant w/ 6 months at JSB and 1 year GM experience at Jimmy Johns - $18/hr

Requirements:

  • Must be at least 18 years old
  • Must have a vehicle, valid driver's license, proof of insurance, and a clean driving record
  • Drive safe and obey the rules of the road
  • Work as an in-shopper when there are no deliveries
Company Introduction

We slice our all-natural* meats and fresh veggies in-house every day. Our fresh-baked bread is made right here where you can see it, and our house-made tuna salad is fresh every day. The flavor of a ripe tomato, crisp shredded lettuce, combined with fresh-baked bread, fresh-sliced meat and real Hellmann's® mayo - that's when the magic happens. Made with love every single day since 1983. That's Jimmy Fresh!


What Jimmy John's employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom


Jimmy John's logo

About Jimmy John's

Sourced by ZipRecruiter

Since Day 1 when our founder, Jimmy, opened his first Jimmy John’s sandwich shop in 1983, we’ve had the determination and badassery to settle for nothing less than the best. We are in early every morning baking fresh bread and slicing vegetables, and we’re not afraid to have a little or a lot of fun along the way. We succeed together as a family because let’s be honest, nobody can compete with the rockstars of Jimmy John’s. Part of what makes Jimmy John’s special is our fast-paced, high energy, no B.S, get it done now, big city attitude right in your own hometown. That energy and passion are baked right into the DNA of the brand.

Industry

Food services and drinking places

Company size

10,000+ Employees

Headquarters location

Champaign, IL, US