Enterprise to Kissimmee: Road Trip Guide & Distance

How far is Enterprise from Kissimmee?

The distance from Enterprise to Kissimmee is 337.7 miles (543.4 km) as the crow flies. Kissimmee is located SE of Enterprise. By car, the driving distance is approximately 405.2 miles, taking about 8h 9min. A direct flight would take roughly 1h 11min. Both are located in United States — Enterprise in Alabama and Kissimmee in Florida.

This is a solid day of driving. Be sure to take breaks every 2-3 hours to avoid driver fatigue, and plan your meals ahead of time. 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 Enterprise 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.