Cheap flights from Boston to Kailua from $252

Travelers frequently search for route combinations, such as Boston and Barcelona, Orlando, Mexico City, Miami, Toronto, San Juan, Atlanta, Tel Aviv, Lisbon, Tampa, San Francisco, Istanbul, San José, Washington, D.C., Dallas, New York, Seattle, Fort Lauderdale, Bogotá, Copenhagen.

Travelers frequently search for route combinations, such as Kailua and New York, Portland, San Diego, Las Vegas, Los Angeles, Salt Lake City, Phoenix, San Jose, London, Bangkok, Seattle, Osaka, Paris, San Francisco, Indianapolis, Manila, Atlanta, Tampa, Honolulu, Kauai.

The main airport in Boston is Logan International. It is also served by Logan International, Bradley International, Rhode Island T. F. Green Int'l Airport, Portland International Jetport, Albany International, Tweed New Haven, Manchester–Boston Regional, Portsmouth International Airport at Pease, Augusta State, Barnstable Municipal.

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

Currently, you can fly between Boston and Kailua with Hawaiian Airlines, JetBlue Airways, United Airlines, Alaska Airlines, Spirit Airlines.

If you don’t have specific dates for your trip between Boston 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 Boston 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 Boston. The main one is Logan International and other nearby airports include Logan International, Bradley International, Rhode Island T. F. Green Int'l Airport, Portland International Jetport, Albany International, Tweed New Haven, Manchester–Boston Regional, Portsmouth International Airport at Pease, Augusta State, Barnstable Municipal

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.