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Weekend Driver Jobs in Madison, WI (NOW HIRING)

Jimmy John's

Weekend Delivery Driver

Whitewater, WI

$14 - $25/hr

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 ...

Jimmy John's

Weekend Delivery Driver

Whitewater, WI · On-site

$9 - $14/hr

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 ...

Jimmy John's

Weekend Delivery Driver

Whitewater, WI

$9 - $14/hr

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 ...

College HUNKS Hauling Junk & Moving

Driver

Madison, WI · On-site

$15.50 - $25/hr

MON-FRIDAY + WEEKENDS AS NEEDED WHAT YOU'LL GET: * Competitive Compensation + GREAT TIPS!! * On the ... Valid/Active Driver's License Each CHHJ location is independently owned and operated by a ...

TMC

CDL-A Truck Driver - Home Weekends

Madison, WI · On-site

$100K/yr

... driver trainers! * Home time is important to us, so we try our best to pair you with a trainer who lives within 150 miles of your home so you can enjoy your weekends with friends or family

TMC

CDL-A Truck Driver - Home Weekends

Madison, WI · On-site

$100K/yr

... driver trainers! * Home time is important to us, so we try our best to pair you with a trainer who lives within 150 miles of your home so you can enjoy your weekends with friends or family

TMC

CDL-A Truck Driver - Home Weekends

Madison, WI · On-site

$100K/yr

... driver trainers! * Home time is important to us, so we try our best to pair you with a trainer who lives within 150 miles of your home so you can enjoy your weekends with friends or family

TMC

CDL-A Truck Driver - Home Weekends

Madison, WI · On-site

$100K/yr

... driver trainers! * Home time is important to us, so we try our best to pair you with a trainer who lives within 150 miles of your home so you can enjoy your weekends with friends or family

Jimmy John's

Weekend InShop

De Forest, WI

$18/hr

Delivery Drivers must understand the importance of the customer experience and understand that they are the "Face" of Jimmy John's. Real people serving awesome sandwiches to real people in 30 seconds ...

Hertz

Driver

Madison, WI · On-site

$12/hr

Valid driver's license Flexibility in scheduling which may include nights weekends and holidays About Us The Hertz Corporation operates the Hertz, Dollar Car Rental, Thrifty Car Rental brands in ...

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Weekend Driver information

See Madison, WI salary details

$9

$18

$30

How much do weekend driver jobs pay per hour?

As of May 28, 2026, the average hourly pay for weekend driver in Madison, WI is $18.69, according to ZipRecruiter salary data. Most workers in this role earn between $14.38 and $20.14 per hour, depending on experience, location, and employer.

What Does a Weekend Driver Do?

A weekend driver works shifts on Saturdays and Sundays delivering packages, transporting cargo, or taking passengers to their destination. The specific responsibilities of these part-time jobs depend on the work and the type of vehicle that you drive. If you work as a weekend truck driver, you transport cargo or make deliveries locally. In a courier position, you pick up and deliver documents, packages, or medical equipment. Food delivery drivers transport food from restaurants to customers. Bus or shuttle drivers carry passengers on a route in a large bus, while rideshare or taxi drivers operate cars or trucks and work on the weekends to provide personalized driving service to passengers.

What are the key skills and qualifications needed to thrive as a Weekend Driver, and why are they important?

To thrive as a Weekend Driver, you need a valid driver's license, a clean driving record, and a solid understanding of traffic laws and navigation. Familiarity with GPS systems, route planning apps, and sometimes ride-sharing platforms or delivery software is often required. Excellent time management, customer service skills, and reliability help drivers stand out in this role. These skills ensure safe, efficient, and satisfactory service to clients during high-demand periods.

What are some common challenges Weekend Drivers face, and how can they overcome them?

Weekend Drivers often encounter heavy traffic, unpredictable schedules, and the need to adapt to last-minute route changes. Staying organized and maintaining clear communication with dispatchers or clients is key to managing these challenges. Additionally, being familiar with local traffic patterns and using navigation apps can help drivers optimize routes and reduce delays. Flexibility and a customer-focused attitude are essential for success in this role.

What are weekend drivers?

Weekend drivers are individuals employed to operate vehicles, such as cars, vans, or trucks, primarily on weekends. Their responsibilities often include transporting passengers, delivering goods, or providing ride-sharing services during peak weekend hours. This role is ideal for those seeking flexible, part-time work or supplemental income. Weekend drivers must typically hold a valid driver's license and have a clean driving record. Some positions may also require familiarity with navigation apps or customer service skills.

What is the difference between Weekend Driver vs Delivery Driver?

AspectWeekend DriverDelivery Driver
Required CredentialsValid driver's license, clean driving recordValid driver's license, sometimes specific certifications for certain deliveries
Work EnvironmentPersonal or company vehicle, flexible hours, often on weekendsCompany vehicle or personal vehicle, routes vary, may include weekends
Employer & IndustryLogistics, transportation, courier servicesFood, retail, e-commerce, courier services

Weekend Drivers typically work on weekends providing transportation services, often with flexible hours and a focus on personal or company vehicles. Delivery Drivers also work in transportation but focus on delivering goods, often with specific routes and schedules. Both roles require a valid driver's license and are common in logistics and courier industries, but their primary tasks and work environments differ slightly.

More about Weekend Driver jobs
What are the most commonly searched types of Driver jobs in Madison, WI? The most popular types of Driver jobs in Madison, WI are:
What are popular job titles related to Weekend Driver jobs in Madison, WI? For Weekend Driver jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Weekend Driver jobs in Madison, WI look for? The top searched job categories for Weekend Driver jobs in Madison, WI are:
What cities near Madison, WI are hiring for Weekend Driver jobs? Cities near Madison, WI with the most Weekend Driver job openings:
Weekend Driver jobs near you
Weekend Caregiver - Apply Today!

Weekend Caregiver - Apply Today!

Options In Community Living Inc.

Madison, WI • On-site

$17.50/hr

Part-time

Medical, Dental, Life, Retirement, PTO

Posted 11 days ago

Job description

Weekend hours available in the morning and afternoon:
  • Varied depending on the person we are supporting - let us know your availability!

What you'll do:
  • Assist adults with disabilities in their own home
    • Meal prep, personal care help, cleaning
    • Emotional support
    • Following a support plan
    • May include assisting people to get out of the house to do things they enjoy
    • WI driver's license may be required

What you get when you work for us!
  • A set schedule with option to pick up extra
  • Extra pay for filling-in ($2.50/hr)
  • Paid training
  • Paid orientation
  • Paid holidays (1.5x your pay rate)
  • Overtime pay
  • A supervisor available 24/7

Full-time benefits (for staff who work 30+ hrs/week):
  • GHC Health Insurance
  • Principal Dental Insurance
  • Sick & Vacation Time
  • Flexible Spending Account
  • 401(k) with up to 4% employer match
  • Life insurance

Options in Community Living is a non-profit agency in Madison, WI, supporting adults with intellectual and developmental disabilities in their home and out in the community. Assist someone to live a life that they choose, helping them with things they want and with things they need. Make a difference in someone's life, and your own!
Options in Community Living is an Equal Opportunity Employer and does not discriminate against any employee or applicant for employment based on race, color, sex, age, religion, national origin, sexual orientation, gender identity, status as a veteran, and basis of disability, or any other federal, state, local protected class.
We look forward to hearing from you!

Apply