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Weekend Driving Jobs in Milwaukee, WI (NOW HIRING)

Prosegur

Security Officer - Weekends

Milwaukee, WI

$15.75 - $18.75/hr

Security Officer - Weekends Duties and responsibilities: * Maintaining a safe and secure ... Clean driving record and valid driver license * Capable of following complex instructions * Strong ...

H&H Recruiting

Potential $5000 sign on bonus

Milwaukee, WI · On-site

$1.4K - $1.6K/wk

At least 1 year of CDL A driving with a minimum of 6 monthsflatbed experienceWhat We Offer:● Competitive and consistent weekly pay● Reliable weekend home time● Supportive dispatch and safety ...

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Showing results 21-40

All JobsDriving JobsWeekend Driving JobsWeekend Driving Jobs in Milwaukee, WI

Weekend Driving information

See Milwaukee, WI salary details

$16

$25

$37

How much do weekend driving jobs pay per hour?

As of Aug 13, 2026, the average hourly pay for weekend driving in Milwaukee, WI is $25.80, according to ZipRecruiter salary data. Most workers in this role earn between $20.87 and $29.62 per hour, depending on experience, location, and 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 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 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 Milwaukee, WI? The most popular types of Driving jobs in Milwaukee, WI are:
What cities near Milwaukee, WI are hiring for Weekend Driving jobs? Cities near Milwaukee, WI with the most Weekend Driving job openings:
Weekend Driving jobs near you
Infographic showing various Weekend Driving job openings in Milwaukee, WI as of August 2026, with employment types broken down into 76% Full Time, 22% Part Time, and 2% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $53,670 per year, or $25.8 per hour.

Weekend (Non-CDL) Drivers / Movers / Laborers

TWO MEN AND A TRUCK®

New Berlin, WI • On-site

$26 - $29/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 4 days ago

Two Men and a Truck rating

4.8

Company rating: 4.8 out of 10

Based on 78 frontline employees who took The Breakroom Quiz

20th of 29 rated removal and storage companies

Job description

NOW HIRING FOR WEEKEND-ONLY POSITIONS!
Pay range: $26-$29 per hour (includes base pay, tips, and bonuses!)
On-the-spot job offers; we're hiring immediately!
TWO MEN AND A TRUCK® is hiring immediately for drivers (non-CDL) / laborers! Our core purpose is to Move People Forward®, and that includes our hardworking team members! At TWO MEN AND A TRUCK® your opportunities for growth are endless – more than one third of our franchise owners and 75% of our managers originally started as frontline employees!
What We Offer
  • Weekly pay!
  • Benefits: health, dental, and vision available
  • Paid training – safety is our number one priority!
  • 401(k) and Paid Time Off (able to be earned from start of employment!)
  • Career advancement opportunities - we want to see you grow personally and professionally
Perks!
  • Opportunities to earn TIPS daily!
  • Branded and air conditioned 26 ft. box trucks – all automatic transmission – NO CDL REQUIRED
  • Travel! See new places and meet new people with **OPTIONAL** long distance move opportunities
  • Work with an awesome team and help make a difference in our customers’ lives every day
Who We're Looking For
  • 21 years or older, have a valid driver's license and safe driving record
  • Ability to lift and carry heavy items (75 lbs. or more) while climbing stairs, balancing, walking
  • Stamina – you won’t find a workout like this anywhere else!
  • Must be willing to submit to a pre-employment background check and drug screen
  • Experience as a non-CDL driver or in general labor, landscaping, construction, production, manufacturing, factory, assembly or warehouse is helpful but not required!
About The Role
  • Drivers safely operate moving truck, perform daily truck inspections and complete paperwork with customers
  • Provide positive energy and top-notch service
  • Safely move, pack, and unpack customer belongings
  • Be on time. Be friendly. Be safe. Hustle!
Our team lives out the core value of “be your best and have fun” on a daily basis, and we’re looking for customer-service oriented individuals to contribute to our awesome team!
This job posting is for a position at the individually owned and operated TWO MEN AND A TRUCK® franchise located in New Berlin, Wisconsin. The employer at this location is Lightner and Lightner, Inc.

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