4,651 thoughts on “Cheapest Time to Fly to Hawaii in 2022”

  1. Hi,
    I have enjoyed reading all your advice about traveling to Hawaii! I am planning a trip to Hawaii over the Christmas/New Year’s holidays for 5 people. I am wondering if I should book my airline tickets now or wait longer. We are leaving from Spokane, WA and heading to Maui (OGG) mid December (16-18?). We will have to leave Maui Jan. 1. We must use Alaska Air, since we have our campanion fares to use. Do you suggest I book now or wait? Tickets were $1300 last week and now they are $1500. The Hopper app says I can wait and maybe save $500. I am concerned about waiting because it looks like cheap fares are disappearing and there are fewer time options as I wait. I would love to hear your thoughts.
    Thank you in advance,
    Joelle

    1. Hi Joelle.

      It looks like your dates could be selling out. Also, arguably you’re selecting the two most expensive weekends of the year for Hawaii travel. Not sure it will improve or just sell out. You can gamble and wait, or lock it while it is available. Hard to suggest.

      Aloha.

  2. We’re planning our first trip to Hawaii for next August 2018. By that time hopefully some of the new planes/routes will be in place. When would be the best time to search for flights for Aug 2018?

  3. Hello,

    Do you know when Hawaii Airlines or any airfire will have Round Trips under $400 again flying from SJC to Oahu in December of this year?

    Also, what is the weather like in December? Thank you!!!

    1. Hi Danny.

      Not likely. Best we expect to see is low $400’s which is available on and off for first two weeks of December only. Keep a lookout for our updates as you see this again soon. December can have rain or it might be completely dry. Hard to predict. The weather moreover is generally great in Hawaii. December will have cooler days and nights say compared with August.

      Aloha.

  4. Hi Glad I found your website, lots of great info to help plan that perfect Hawaiian vacation.

    My family and I are planning to head to Oahu this coming (early) November flying out of Seattle, WA to HNL. We prefer to fly on Hawaiian Airlines and have been checking their website and Kayak for and deals. Currently RT is coming in around $600. Any chance we’ll see that price dip anytime soon. A bit skittish about waiting to long looking for a deal that may or may not show up. we did the same trip a couple of years ago and tickets were around $500.RT. Any advice?

    Many Thanks
    B.

    1. Hi Bruce.

      Thanksgiving or early November? $559 except for Thanksgiving. Could improve but no clear indication it will. If you’re not comfortable waiting, then you’ll have to pay up. For mid-week off-Thanksgiving travel, you should be fine to wait until the end to book. But it is all about comfort level and airlines are betting that you won’t like doing that. 🙂

      Aloha.

  5. Hi, we’re planning a trip from the week after Thanksgiving till the 4th of December. Prices ranging from anywhere from 600-1000. Do you think I should wait till the end of August to see of prices will go down or buy now. Thank you.

    1. Hi Rocky,

      From Dallas the week after Thanksgiving, there are $747 nonstop fares to Honolulu (since you did not say where you were flying from or to). Unless you want to puddle skip, that’s a good price.

      Aloha.

  6. Good morning from Chicago. In 2018 me a few friends were planning on taking a girls trip to Hawaii. We have lodging but need to find the best airfare so we can spend our $$ on enjoying the Islands beauty. We love the outdoors and love to experience culture. What is the best month of the year to fly to Hawaii to be cost effective and what is the best season to catch some local activities on the Islands (Festivals)?

  7. Aloha! I just checked on a flight from HNL to ITO and it’s around $200 RT in October. I don’t remember it being so high before. Would you know why it’s so much pricier than the other islands and do you think the fare will drop?

    Thank you so much for the advice! Really appreciate all your posts!

  8. Aloha!! So glad we found your awesome website!! Thank you for sharing such great information!!

    Our family of 6 is planning a trip to Oahu on June 2, 2018 thru June 7, 2018. We are able to fly out of Omaha, NE or Kansas City. Our kids ages will be 19, 17, 15 and 14. We have our hotel booked and are looking at airline tickets….they are around $1000+ each right now. Could you please advise when would be a good time to book and how much you think tickets will be??

    Thank you so much in advance for any suggestions.

    1. Hi Tiffany.

      Thank you! You’re probably looking at $600’s RT with a good connection (10 hours). Currently pricing at about $800+. Timing to find that could be anywhere from fall through spring.

      Aloha.

  9. Hi,

    I’m going to Hawaii this coming January and I was wondering what the typical range was in terms of cost from NY. The last time I went to Hawaii was in October and the flight was about ~$700 RT but I heard January was a popular time because of surfing competitions so I should expect higher prices. Would it be best to book early?

    Thank you!

    1. Hi Connie.

      Fares could come down by waiting, if you’re flexible on days of week. Currently mid $800’s. We’d target mid $700’s.

      Aloha.

  10. Aloha! You gave us good advice for our January 2017 trip to Oahu and I’m trying to make it work to visit again mid-June of next year. I keep reading on your site that 2018 should be great for Hawaii travel and I was wondering if this would apply to departure cities of Nashville, St. Louis or Louisville, which are all a do-able drive for us. Right now airfare is quite a bit higher for those dates than we paid in January. Thanks for any advice!

    1. Hi Amy.

      Glad we’ve been able to help previously! First, January is probably too soon for new planes to have any impact. That might happen late in first quarter and beyond. Second, since you’re flying from the east, you might only be helped with UAL fare reductions based on unknown flights they might add to Hawaii. Those would be from the west coast but could help in reducing connection fares. Hope that makes sense.

      Aloha.

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