This Cheapest Time to Fly to Hawaii features our six-article guide. Read our new tips on Hawaii vacation deals, the best and worst dates to travel in 2020-2021, when to buy, and what prices to expect during all seasons, including holidays.

This, one of our most popular posts ever, has been read millions of times and has nearly 5 thousand comments and over 61,000 Facebook Likes. You’ll find questions and answers helpful to finding Hawaii vacation deals! Then add your comments and questions.

Post has been updated April 1, 2020. Due to the current circumstances, we will be providing a comprehensive update to this series soon. Subscribe to our free updates if you’d like to get the latest version. It will be distributed to email subscribers as soon as regular flights to and from Hawaii resume. Mahalo.

Read all the details on Southwest Hawaii flights.

Cheapest Time to Fly to Hawaii – What to Expect Throughout 2021.

Earlier this year we saw Hawaii flights on both United and Alaska for just $99 each way. Southwest outdid that by far with the mainland to Hawaii introductory fares of just $49 each way. It doesn’t get any better than that! These could return again so be sure to subscribe to our free email updates and be first to get Hawaii deals.

Great News for Value Hawaii vacations!

Flights to Hawaii remain at inflation-adjusted low prices and this is only going to get better – probably a lot better. That’s good news for 2020-2021 Hawaii vacations. Recent and upcoming competition and strong discounting on many routes result in cheaper than expected flights to Hawaii.

The two largest Hawaii air markets – Southern California and Northern California, continue to see improving sale pricing as a shakeup in competition is continuing to occur. These will only improve throughout 2020. Since California flights to Hawaii are highly impacted by Southwest, they should have the best airfares going forward.

Seattle and Portland have had intermittent competition as Delta competes with Alaska Airlines from the Pacific Northwest.

San Diego and Sacramento are seeing significant improvements in prices on flights to Hawaii and there may be new flights from those cities this year. These cities have flights from Southwest!

Start your Hawaii vacation planning now with our helpful guides below.

Six Articles To Help You Find Hawaii Deals

Questions and Comments.

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E Komo Mai (Welcome). Mahalo and A Hui Hou!