Bridgeport to Ossining: Road Trip Guide & Distance

How far is Bridgeport from Ossining?

The distance from Bridgeport to Ossining is 35 miles (56.3 km) as the crow flies. Ossining is located W of Bridgeport. By car, the driving distance is approximately 45.5 miles, taking about 55min. A direct flight would take roughly 34min. Both are located in United States — Bridgeport in Connecticut and Ossining in New York.

This is a very short trip, perfect for a quick morning drive or an easy commute. 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. Given the short distance, driving or taking a train is often faster and more convenient than dealing with airport security and flight boarding times.

Coordinates come from public place data for Bridgeport and Ossining. 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.