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Weekend Driving Jobs in Madison, WI (NOW HIRING)

Driving with Uber is an alternative to a part-time or full-time job and can get you earning cash on the road quickly. Driving with Uber allows you to earn quick cash while maintaining the flexibility ...

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 ...

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 We slice ...

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 ...

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 ...

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Weekend Driving information

See Madison, WI salary details

$16

$26

$38

How much do weekend driving jobs pay per hour?

As of Aug 16, 2026, the average hourly pay for weekend driving in Madison, WI is $26.39, according to ZipRecruiter salary data. Most workers in this role earn between $21.30 and $30.29 per hour, depending on experience, location, and employer.

What is weekend driving?

Weekend driving jobs are positions that involve transporting passengers or goods primarily during the weekends, often on a part-time or flexible basis. These roles include driving for ride-share services, delivery companies, or transporting goods for local businesses. Weekend driving jobs are ideal for people looking to earn extra income outside of their regular weekday commitments. Drivers typically need a valid driver's license, a clean driving record, and sometimes their own vehicle, depending on the employer.

What skills and qualifications are needed for weekend driving?

To thrive as a Weekend Driver, you typically need a valid driver's license, a clean driving record, and thorough knowledge of local traffic laws and routes. Familiarity with GPS navigation systems, ride-sharing or delivery apps, and basic vehicle maintenance are commonly required. Strong customer service skills, punctuality, and the ability to remain calm under pressure help drivers stand out. These skills ensure safe, efficient, and reliable transportation or delivery services, which are critical for customer satisfaction and professional success.

What are the typical work schedules and expectations for weekend driving?

Weekend driving roles often require flexibility, as shifts may start early in the morning or extend late into the evening, depending on demand. Drivers may be expected to handle higher passenger or delivery volumes during peak hours, such as Friday and Saturday nights. Communication with dispatchers or customers is key, and drivers should be prepared for variable traffic conditions. Regular vehicle checks and adherence to safety protocols are also important parts of the job. Team interaction varies, but drivers typically coordinate closely with support staff to ensure smooth operations.

What is the difference between Weekend Driving vs Weekend Delivery Driver?

AspectWeekend DrivingWeekend Delivery Driver
CredentialsDriver's license, clean driving recordDriver's license, vehicle insurance
Work EnvironmentPersonal vehicle, roads, highwaysDelivery vans/trucks, client locations
Industry UsageTransportation, logistics, personal commutingFood, retail, e-commerce deliveries
Common Search IntentDriving jobs on weekends, personal drivingWeekend delivery jobs, courier work

Weekend Driving typically involves personal or professional driving on weekends, often for commuting or transportation services. Weekend Delivery Drivers focus on delivering goods or packages during weekends, usually for retail or food services. While both roles require a valid driver's license, the main difference lies in the work environment and job purpose. Understanding these distinctions helps job seekers find roles that match their skills and schedule preferences.

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

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

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

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

Infographic showing various Weekend Driving job openings in Madison, WI as of August 2026, with employment types broken down into 64% Full Time, 34% Part Time, and 2% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $54,890 per year, or $26.4 per hour.

Part-time

Posted 12 days ago


Job description

Overview

Position will provide instruction to the Truck Driving program by assisting with over the road, practice range, and classroom experiences associated with corporate driver training, continuing education and all students taking truck driving related coursework. The instructor must demonstrate a proficiency in skills as they relate to the operations of Class A (CDL-A) commercial vehicles and straight truck Commercial Driver's License and Class B (CDL-B).

Responsibilities
  • Provide one-on-one, as well as group instruction of students in classroom and hands-on activities involving vehicles.
  • Facilitate student pre-trip inspection, road skills, basic and backing maneuvers, and shifting evaluations.
  • Maintain a high degree of attention safety to prevent damage to equipment, injury to students, staff and public.
  • Maintain accurate student records and reports as requested by administrative offices, and driving logs and road evaluations in compliance with FMCSA Entry Level Driver Training and Department of Transportation Standards.
  • Adapt lesson plans to meet student needs to ensure success within the areas of instruction.
  • Identify students needing assistances and refer students with problems to Student Services. Cooperate with Student Services and Academic Support Division staff members to help students adjust to the learning environment.
  • Create a classroom environment that is respectful of diversity and demonstrates a commitment to multiculturalism.
  • Remain current of developments in the teaching field so that instruction provides for individual learning styles, uses the latest supportive technology and can utilize alternative delivery methods.
  • Assist in the enforcement of college regulations and report student conduct violations to administration.
  • Qualifications

    Knowledge, Skills & Abilities:

  • Strong understanding of CDL driving practices as outlined by the Federal Motor Carriers Safety Administration, and ability to remain current on industry trends.
  • Exceptional customer services skills and ability to maintain working relationship with internal and external customers.
  • Strong oral and written communication skills.
  • Ability to work independently with limited guidance and daily directions.
  • Ability to work portions of the day outdoors in varying weather conditions.
  •  

    Minimum Qualifications:

  • Three years of over the road truck driving experience
  • Valid Class A Commercial Driver's License
  • Ability to pass pre-employment drug screen and maintain Fed-Med Card
  • Blackhawk Technical College does not offer H-1B or other work authorization visa sponsorship for this position. Candidates must be legally authorized to work in the United States at the time of hire and maintain work authorization throughout the employment term.

    Employment Type: OTHER