1

Weekend Driving Jobs in Pewaukee, WI (NOW HIRING)

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 Benefits

Showing results 21-40

Weekend Driving information

See Pewaukee, WI salary details

$15

$25

$36

How much do weekend driving jobs pay per hour?

As of Aug 19, 2026, the average hourly pay for weekend driving in Pewaukee, WI is $25.63, according to ZipRecruiter salary data. Most workers in this role earn between $20.72 and $29.42 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 cities near Pewaukee, WI are hiring for Weekend Driving jobs?

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

Infographic showing various Weekend Driving job openings in Pewaukee, WI as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 31% Part Time, and 1% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $53,306 per year, or $25.6 per hour.

Weekend Delivery Driver

Jimmy John

Whitewater, WI • On-site

$9 - $14/hr

Other

Medical

Posted 16 days ago


Jimmy John's rating

5.3

Company rating: 5.3 out of 10

Based on 735 frontline employees who took The Breakroom Quiz

47th of 106 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:
• Health Insurance
• 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 $12-$14/hr base wage, plus $2/hr bonus on Saturdays/Sundays for lunch and closing shifts, plus tips and DMR - there is no reduced rate for on the road pay!
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
Benefits
  • Mileage reimbursement

What Jimmy John's employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom