Weekend Driving Jobs in Milwaukee, WI — Hiring Now

As of October 2026, there are 9 weekend driving openings in Milwaukee, WI. Local pay ranges from $21 to $5,500/year. Listings are updated daily — many roles offer flexible hours and employee discounts.

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Milwaukee, WI

$2,800 - $4,800

Auto Logistics Pros

Driver Opportunity needed in Milwaukee(Apply Now)

Milwaukee, WI

$2,800 - $4,800

Secure Document Couriers

Weekend Shift:Night Shift Legal/document Courier-Milwaukee

Milwaukee, WI

$2,800 - $5,000

Metro Parcel Delivery

Weekend Shift:Urban Step Van Courier-Milwaukee

Milwaukee, WI

$3,800 - $5,500

Weekend Transit Co.

Milwaukee Needs:Driver Opportunity(Part-Time)

Milwaukee, WI

$1,500 - $2,500

Corporate Courier Logistics

Hiring in Milwaukee:Driver Opportunity(Part-Time)

Milwaukee, WI

$3,200 - $4,800

AutoZone

Auto Parts Delivery Driver(local Hub)($2.8k-$4.2k/Month)-Milwaukee,WI

Milwaukee, WI

$2,800 - $4,200

Clean Harbors

CDL B Vacuum Truck Driver - Industrial Cleaning

Milwaukee, WI

$23 - $31

Penske Logistics

CDL A Yard Hostler Truck Driver - Trailer Spotter

Milwaukee, WI

$21 - $26

Weekend Driving Jobs in Milwaukee — FAQ

How many weekend driving jobs are open in Milwaukee, WI?
There are currently 9+ 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 9+ 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

7 open positions

Weekend Driving Jobs in Los Angeles

13 open positions

Weekend Driving Jobs in Chicago

8 open positions

Weekend Driving Jobs in Houston

7 open positions

Weekend Driving Jobs in Phoenix

7 open positions

Weekend Driving Jobs in Philadelphia

7 open positions

Weekend Driving Jobs in San Antonio

8 open positions

Weekend Driving Jobs in San Diego

8 open positions

Weekend Driving Jobs in Dallas

9 open positions

Weekend Driving Jobs in Fort Worth

8 open positions

Other Driving Careers in Milwaukee

Part-Time Driving Jobs in Milwaukee

25 open positions

Delivery Driver Jobs in Milwaukee

21 open positions

Full-Time Driving Jobs in Milwaukee

19 open positions

Owner Operator & Lease Purchase in Milwaukee

9 open positions

CDL-B Driving Jobs in Milwaukee

7 open positions

Regional Driving Jobs in Milwaukee

7 open positions

CDL-A Truck Driving Jobs in Milwaukee

5 open positions

Night Shift Driving Jobs in Milwaukee

5 open positions

Last updated: October 28, 2026