Oshkosh to Winona: Road Trip Guide & Distance

How far is Oshkosh from Winona?

The distance from Oshkosh to Winona is 153.8 miles (247.5 km) as the crow flies. Winona is located W of Oshkosh. By car, the driving distance is approximately 192.3 miles, taking about 3h 52min. A direct flight would take roughly 49min. Both are located in United States — Oshkosh in Wisconsin and Winona in Minnesota.

For a drive of this length, it's recommended to plan at least one quick rest stop to stretch your legs and grab a coffee. Since you'll be heading mostly West, pack a good pair of sunglasses if you plan to drive during the late afternoon to avoid the harsh sun glare. Given the short distance, driving or taking a train is often faster and more convenient than dealing with airport security and flight boarding times.

Coordinates come from public place data for Oshkosh and Winona. The driving distance is estimated from straight-line distance with a road-factor model, so confirm the route in your navigation app. Fuel, flight, bus, and train values are planning estimates and can change by date, provider, road closures, and border rules.