Delivery Driver Jobs in Winona, MN — See Openings

As of April 2026, there are 43 delivery driver openings in Winona, MN. Local pay ranges from $500 to $8,500/year. Listings are updated daily — benefits start Day 1 for most positions.

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Winona, MN

$1,840 - $3,680

Grubhub

Weekend Grubhub Delivery Professional

Winona, MN

$2,200 - $3,800

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Winona, MN

$5,000 - $8,500

Lyft

Recruiting in Winona:XL Rideshare Driver | Hiring

Winona, MN

$4,000 - $6,500

Grubhub

Grubhub Bicycle & Scooter Courier

Winona, MN

$2,500 - $4,500

Uber

Winona Contractor Role:Night Shift Ubereats Courier

Winona, MN

$2,548 - $4,368

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Winona, MN

$2,548 - $4,550

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Winona, MN

$2,975 - $5,100

Lyft

Lyft seeks Part-time Rideshare Driver in Winona | Hiring

Winona, MN

$500 - $1,500

Shipt

Urgent Hire in Winona:Evening & Night Shift Courier

Winona, MN

$2,800 - $4,800

Grubhub

Suburban Route Grubhub Driver

Winona, MN

$2,400 - $4,200

Grubhub

Grubhub Delivery Driver

Winona, MN

$2,500 - $4,500

Delivery Driver Jobs in Winona — FAQ

How many delivery driver jobs are open in Winona, MN?
There are currently 43+ delivery driver positions in Winona, MN. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Winona?
Delivery Driver pay in Winona varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Winona require experience?
Many delivery driver positions in Winona welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Winona?
Browse the 43+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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Other Driving Jobs in Winona

Other Driving Jobs in Winona

4 open positions

Part-Time Driving Jobs in Winona

2 open positions

Weekend Driving Jobs in Winona

1 open positions

Last updated: April 17, 2026