Cheap flights from Madison to Kailua from $479

Travelers frequently search for route combinations, such as Madison and Orlando, Portland, Fort Myers, Puerto Vallarta, Chicago, Cancún, Seattle, Fort Lauderdale, Lower Prince's Quarter, Tampa, Nashville, San Juan, Paris, Washington, D.C., Manama, Kabul, San Francisco, Puerto Maldonado, Rajkot, Istanbul.

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 Madison is Dane County Regional. It is also served by O Hare International, Chicago Midway International, General Mitchell International, Appleton International, The Eastern Iowa, Chicago Rockford International, Dane County Regional, Quad City International, Green Bay–Austin Straubel International, Dubuque Regional.

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

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

If you don’t have specific dates for your trip between Madison 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 Madison 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 Madison. The main one is Dane County Regional and other nearby airports include O Hare International, Chicago Midway International, General Mitchell International, Appleton International, The Eastern Iowa, Chicago Rockford International, Dane County Regional, Quad City International, Green Bay–Austin Straubel International, Dubuque Regional

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.