Cutler Bay to Kissimmee: Road Trip Guide & Distance

How far is Cutler Bay from Kissimmee?

The distance from Cutler Bay to Kissimmee is 199.8 miles (321.5 km) as the crow flies. Kissimmee is located NNW of Cutler Bay. By car, the driving distance is approximately 249.7 miles, taking about 5h 1min. A direct flight would take roughly 54min. Both are located in United States.

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. 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 Cutler Bay and Kissimmee. 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.