Weekend Driving Jobs in Milwaukee, WI — Immediate Openings

As of October 2026, there are 5 weekend driving openings in Milwaukee, WI. Local pay ranges from $1,320 to $92,000/year. Listings are updated daily — many roles offer flexible hours and employee discounts.

Health Transit Logistics

Weekend Part-Time Medical & Pharmacy Package Courier – Milwaukee

Milwaukee, WI

$3,360 - $4,725

Weekend Transit Co.

Part-Time Weekend Parcel Delivery Driver Job in Milwaukee | Part

Milwaukee, WI

$1,320 - $2,200

Corporate Courier Logistics

Part-Time B2B Route Logistics Driver(Milwaukee,WI)|Corporate

Milwaukee, WI

$3,200 - $4,800

DoorDash

Milwaukee:Flower Delivery Driver(Contractor,$2.4k-$4.2k/Month)

Milwaukee, WI

$2,400 - $4,200

Crete Carrier

CDL A Truck Driver - Regional Dry Van Home Weekly

Milwaukee, WI

$72,000 - $92,000

Weekend Driving Jobs in Milwaukee — FAQ

How many weekend driving jobs are open in Milwaukee, WI?
There are currently 5+ weekend driving in Milwaukee, WI. New weekend driving roles are added regularly — check this page for the latest openings.
How much do weekend driving jobs pay in Milwaukee?
Pay for weekend driving in Milwaukee varies by employer, equipment and how much time you spend away. Many positions offer flexible scheduling and employee discounts, and some include shift differentials for nights and weekends. Browse the listings above to see pay details for each opening.
Do these weekend driving positions require experience in Milwaukee?
Many weekend driving positions in Milwaukee require no prior experience, and most employers provide paid on-the-job training. Check individual listings for specific requirements.
How do I apply for weekend driving jobs in Milwaukee?
Browse the 5+ weekend driving listings above, click on any position for full details including pay and shift times, then follow the application link to the employer. Most driver applications take about 10–20 minutes online.

Weekend Driving Jobs in Other Cities

Weekend Driving Jobs in New York

5 open positions

Weekend Driving Jobs in Los Angeles

6 open positions

Weekend Driving Jobs in Chicago

4 open positions

Weekend Driving Jobs in Houston

3 open positions

Weekend Driving Jobs in Phoenix

4 open positions

Weekend Driving Jobs in Philadelphia

3 open positions

Weekend Driving Jobs in San Antonio

3 open positions

Weekend Driving Jobs in San Diego

4 open positions

Weekend Driving Jobs in Dallas

4 open positions

Weekend Driving Jobs in Fort Worth

4 open positions

Other Driving Careers in Milwaukee

Part-Time Driving Jobs in Milwaukee

20 open positions

CDL-A Truck Driving Jobs in Milwaukee

10 open positions

Full-Time Driving Jobs in Milwaukee

9 open positions

Delivery Driver Jobs in Milwaukee

8 open positions

OTR & Long Haul Jobs in Milwaukee

8 open positions

Regional Driving Jobs in Milwaukee

4 open positions

Local Driving Jobs (Home Daily) in Milwaukee

3 open positions

Seasonal Driving Jobs in Milwaukee

2 open positions

Last updated: October 05, 2026