Delivery Driver Jobs in Winona, MN — See Openings

As of May 2026, there are 40 delivery driver openings in Winona, MN. Local pay ranges from $736 to $8,500/year. Listings are updated daily — benefits start Day 1 for most positions.

Urban Pedal Logistics

Winona Job:Independent Contractor Driver-Urban E-bike/scooter Courier

Winona, MN

$2,500 - $4,500

United Parcel Service (UPS)

UPS Package Delivery Driver Position in Winona | Hiring

Winona, MN

$4,000 - $7,500

National Grocery Delivery Network

Earn Extra Cash:Driver Opportunity(Winona)

Winona, MN

$2,375 - $4,275

Grubhub

Night Shift Grubhub Courier

Winona, MN

$2,548 - $4,368

Final Mile Delivery Co.

Winona Independent Contractor Driver-Final Mile Parcel with

Winona, MN

$3,000 - $5,500

Local Shopper Partners

(Winona)Part-Time:Courier

Winona, MN

$1,900 - $3,325

Secure Document Couriers

Independent Contractor Driver-Night Shift Legal/document Courier(Gig

Winona, MN

$2,800 - $5,000

Heavy Freight Logistics

Winona Independent Contractor Driver-Cargo Van / Box Truck Specialist

Winona, MN

$5,000 - $8,500

Wholesale Transit Partners

Winona Needs:Driver Opportunity(Part-Time)

Winona, MN

$3,360 - $5,775

Grubhub

Grubhub Delivery Driver

Winona, MN

$2,875 - $5,175

Midday Logistics Co.

(Winona)Part-Time:Driver Opportunity

Winona, MN

$1,000 - $2,000

Midnight Logistics

Urgent Hire in Winona:Late Night Convenience & Grocery Courier

Winona, MN

$2,800 - $4,800

Delivery Driver Jobs in Winona — FAQ

How many delivery driver jobs are open in Winona, MN?
There are currently 40+ 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 40+ 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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Last updated: May 04, 2026