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Weekend Driver Jobs in Madison, WI (NOW HIRING)

ATG Recruiting

CDL A Truck Driver

Madison, WI · On-site

$1.4K - $1.5K/wk

This position is ideal for drivers who enjoy high mileage and exploring diverse routes while maintaining consistent home time every other weekend. With weekly pay ranging from $1,450 to $1,550 and ...

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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 Aug 7, 2026, the average hourly pay for weekend driver in Madison, WI is $18.37, according to ZipRecruiter salary data. Most workers in this role earn between $14.13 and $19.76 per hour, depending on experience, location, and employer.

What is a weekend driver?

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.

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 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 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.
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
Infographic showing various Weekend 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 $38,205 per year, or $18.4 per hour.

Flatbed Class A CDL Regional Driver: Earn $903.55 - $2,021.54 per week. Off Most Weekends

System Transport

Madison, WI

$46K - $105K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 25 days ago

Job description

Flatbed CDL-A Driver, Regional Route: $903.55 - $2,021.54 per week.

System Transport is hiring experienced CDL-A flatbed drivers for regional routes based out of Kansas City, MO hauling steel, machinery, building materials, and more.

Division 290 Kansas City
  • Earn $903.55 - $2,021.54/week ($46,984.82 - $105,120.17/year)
  • $0.65 - $0.69 CPM based on experience
  • $1,800 transition package including $1,000 orientation pay
  • Home most weekends (1 weekend per month required)
  • Late-model equipment with modern safety technology
  • Full benefits + 401(k) match + PTO
For more information on benefits, call one of our recruiters today.
Requirements
  • CDL-A
  • Age 21+
  • 4+ months experience preferred (if you are a RECENT CDL-A Grad, we will train you)
  • Safe driving record
  • Background Check Required
  • Clean Drug Test Required
  • Clean Clearinghouse Required
  • Must be able to lift a 90-lb tarp onto a 5-ft platform twice (required; tested at orientation).

For more information about our pay package.
CALL TODAY!
1-866-725-5083Speak with a System Transport Recruiter, and let us help you find the flatbed route that fits you best!APPLICATION DEADLINE
8/31/2026System Transport is an Equal Opportunity Employer.
!