Des Plaines to Winona: Road Trip Guide & Distance

How far is Des Plaines from Winona?

The distance from Des Plaines to Winona is 235.3 miles (378.7 km) as the crow flies. Winona is located NW of Des Plaines. By car, the driving distance is approximately 294.2 miles, taking about 5h 55min. A direct flight would take roughly 58min. Both are located in United States — Des Plaines in Illinois 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.

Coordinates come from public place data for Des Plaines 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.