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 $14 to $135,000/year. Listings are updated daily — benefits start Day 1 for most positions.

Roadie

Winona-based Big & Bulky Delivery Driver Opening | Hiring

Winona, MN

$4,200 - $7,200

Auto Logistics Pros

Winona Contractor Independent Contractor Driver-Auto Parts Courier

Winona, MN

$2,800 - $4,800

Postmates

Winona Contractor Same-day Delivery Driver | Hiring

Winona, MN

$3,456 - $5,832

Grubhub

Winona Job:Suburban Delivery Driver(Contractor) | Hiring

Winona, MN

$3,000 - $4,900

Amazon Flex

Holiday Peak Delivery Driver|Winona,MN|Amazon Flex | Hiring

Winona, MN

$4,500 - $7,500

Uber Eats

Winona Career:Alcohol Delivery Driver at Uber Eats | Hiring

Winona, MN

$2,730 - $4,550

Local Merchant Delivery Network

Independent Contractor Driver-Early Morning Bakery/floral-Winona,MN

Winona, MN

$2,400 - $4,200

DoorDash

Immediate Opening in Winona for a Morning Shift Delivery Driver

Winona, MN

$3,104 - $5,290

Urban Pedal Logistics

Urban Pedal Logistics seeks Independent Contractor Driver-Urban

Winona, MN

$2,500 - $4,500

Express Logistics

Winona Delivery Driver-Full Time Local Routes($19-$24/hr) | Hiring

Winona, MN

$19 - $24

Regional Expedite Logistics

MN Career:Independent Contractor Driver-Long Distance / Regional

Winona, MN

$3,500 - $6,000

DoorDash

Winona,MN:Flower Delivery Driver at Doordash | Hiring

Winona, MN

$2,640 - $4,620

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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9 open positions

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Last updated: May 14, 2026