Annapolis to Bridgeport: Road Trip Guide & Distance

How far is Annapolis from Bridgeport?

The distance from Annapolis to Bridgeport is 231.5 miles (372.6 km) as the crow flies. Bridgeport is located NE of Annapolis. By car, the driving distance is approximately 289.4 miles, taking about 5h 49min. A direct flight would take roughly 58min. Both are located in United States — Annapolis in Maryland and Bridgeport in Connecticut.

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. 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 Annapolis and Bridgeport. 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.