Cheap flights from Key West to Kailua from $523

Travelers frequently search for route combinations, such as Key West and Orlando, Tampa, Fort Lauderdale, Philadelphia, Boston, Raleigh, Indianapolis, Washington, D.C., Dallas, Minneapolis, Atlanta, Prague, Fort Myers, Cancún, Denver, Anchorage, Charleston, San Diego, Atlantic City, Pittsburgh.

Travelers frequently search for route combinations, such as Kailua and Phoenix, San Diego, Las Vegas, Portland, Honolulu, Seattle, Los Angeles, New York, Boston, Salt Lake City, San Francisco, San Jose, Sydney, Tokyo, Dallas, Kauai, Nashville, Seoul, Kansas City, Guatemala City.

The main airport in Key West is Key West International. It is also served by Miami International, Key West International.

The main airport in Kailua is Kona International. It is also served by Kona International, Hilo International, Waimea-Kohala.

Currently, you can fly between Key West and Kailua with United Airlines.

If you don’t have specific dates for your trip between Key West and Kailua, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Traveling between Key West and Kailua, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What’s more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

There are a number of airports in and around Key West. The main one is Key West International and other nearby airports include Miami International, Key West International

There are a number of airports in and around Kailua. The main one is Kona International and other nearby airports include Kona International, Hilo International, Waimea-Kohala.