Chicago to Winston-Salem: Road Trip Guide & Distance
How far is Chicago from Winston-Salem?
The distance from Chicago to Winston-Salem is 562.3 miles (905 km) as the crow flies. Winston-Salem is located SE of Chicago. By car, the driving distance is approximately 693.8 miles, taking about 13h 25min. A direct flight would take roughly 1h 38min. Both are located in United States — Chicago in Illinois and Winston-Salem in North Carolina.
This is a serious multi-day road trip! We strongly recommend breaking this journey up with an overnight stay to ensure you arrive safely and refreshed. Heading East means you'll be driving into the sunrise if you start early. Keep your windshield clean for the best visibility.
Coordinates come from public place data for Chicago and Winston-Salem. The driving distance uses an OSRM road-route result when route data is available. Fuel, flight, bus, and train values are planning estimates and can change by date, provider, road closures, and border rules.
How to Get from Chicago to Winston-Salem
Suggested Stops Between Chicago & Winston-Salem
- 1252 mi
- 2354 mi
- 3232 mi
- 4165 mi
- 5235 mi
Quick Facts
Did You Know?
- At walking speed (3 mph), it would take about 187 hours of non-stop walking
- By bicycle at 12 mph, the journey would take roughly 47 hours
- You could travel this distance about 44.3 times to circle the Earth's equator