Chicago to Waterbury: Road Trip Guide & Distance

How far is Chicago from Waterbury?

The distance from Chicago to Waterbury is 751.3 miles (1209.1 km) as the crow flies. Waterbury is located E of Chicago. By car, the driving distance is approximately 862.1 miles, taking about 16h 5min. A direct flight would take roughly 2h 1min. Both are located in United States — Chicago in Illinois and Waterbury in Connecticut.

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. 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 Chicago and Waterbury. 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.