North Chicago to Winona: Road Trip Guide & Distance

How far is North Chicago from Winona?

The distance from North Chicago to Winona is 225.4 miles (362.7 km) as the crow flies. Winona is located WNW of North Chicago. By car, the driving distance is approximately 281.7 miles, taking about 5h 40min. A direct flight would take roughly 57min. Both are located in United States — North Chicago 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 North Chicago 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.