Boston, Massachusetts to Chicago: Road Trip Guide & Distance

How far is Boston, Massachusetts from Chicago?

The distance from Boston, Massachusetts to Chicago is 848.5 miles (1365.6 km) as the crow flies. Chicago is located W of Boston, Massachusetts. By car, the driving distance is approximately 993.1 miles, taking about 18h 47min. A direct flight would take roughly 2h 12min. Both are located in United States — Boston, Massachusetts in Massachusetts and Chicago in Illinois.

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. 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. For a trip of this distance, flying is significantly faster. However, driving offers the flexibility to explore stops along the way.

Coordinates come from public place data for Boston, Massachusetts and Chicago. 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.