Why Hawaii Travel Will Rebound First

Cheapest Time to Fly to Hawaii in 2022

How to find the best Hawaii deals for travel from now through all of 2019.

Continue reading

Get Breaking Hawaii Travel News

Please enable JavaScript in your browser to complete this form.

Leave a Comment

Comment policy:
* No political party references.
* No profanity, rudeness, personal attacks, or bullying.
* Hawaii-focused "only."
* No links or UPPER CASE text. English only.
* Use a real first name.
* 1,000 character limit.

Your email address will not be published. Required fields are marked *

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

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

  1. My family will be flying from Seattle to Honolulu June 21/22 to June 29/30. Current prices are $650 nonstop, $500 1 stop. Should I purchase the airfare now, or wait to if prices fall? Thanks!

    1. Hi Tom.

      $428 on United one-stop good connection or $622 on Hawaiian nonstop. Both very fair prices. Might improve some by waiting since that is such a competitive market right now. If you are comfortable waiting on the unknown, it probably won’t get worse. If you have any flexibility to get to mid-week your changes of a better price increase significantly. Hope that helps.

      Aloha.

  2. Traveling from MSP to HNL and then departing from OGG. Travel January 18-January 27 2019. When is the best time to book flights? What is a good price? We typically fly Delta?

    Thanks

    1. Hi Jackie.

      Sun Country will obviously be cheaper, but your preference is noted. Looks like the best price may be in the $700 range. If you have any flexibility on your exact dates, that “might” help. Delta isn’t really competing with Sun Country, so unfortunately there isn’t anything great in terms of price.

      Aloha.

  3. Going from Albuquerque to Lihue from March 17-23, 2019. I had been holding out hope that Southwest would be flying to Lihue by then but things no longer sound promising. Should I book now on American for $850 or hold out for Southwest or a better deal?

  4. My family is flying from Seattle to Honolulu in late June 2019. Right now nonstop flights are $650 at the cheapest. Should I buy now or wait for a sale and hope that prices drop below $500? Thanks

    1. Hi Tom.

      Best thoughts on this might be to wait. Seattle has had good airfares even in summer the past couple of years. No reason to think that will not continue. Target airfare is low to mid $500’s for non weekend travel in peak summer.

      Aloha.

  5. Planning 1st trip to Hawaii, have a cruise booked first week of 5/19. Flying from PIT, have been waiting for SWA to announce service from one of the four cities previously indicated to HNL for months.

    SWAs new flight schedule is supposed to drop 9/27, which would cover my dates to one of those four gateway cities. No idea which one to pick other than by $ factor. Would need to book a hotel overnight to grab flight to HNL the next day. Not sure if one would be easier than the others in that regard.

    Who knows if service to HNL will be finally offered, seems to be dragging. Note to self to make sure HNL flies out of all the announced gateway cities JIK!

    SWA prices tend to be lower the first day for previous flights i’ve Booked to the west coast (LAX, SNA & BUR). If i see what is a good rate would like to jump on it. If it drops can use credit before it expires on another trip but that’s pushing into 4th of July annual trip for me, when fares bump quickly. Can’t sit on it too long.

    I am on the fence whether to book the first flight leg I need on the SWA release date; even if HNL schedule is not announced. Plan was to overnight in whatever city both ways to break up the long flight from PIT. Some of those gateway cities will have connections, yuck.

    Was thinking of booking whatever eventual flight to HNL on last the last Sunday, Monday or Tuesday of April, hoping those dates would be less expensive, should be missing spring break time frame.

    Not sure what path would be best, with $ being the bottom line and a preference for SWA in general:

    A) sit pat & book nothing, wait it out

    B) book SWA to one of the four cities and wait for HNL service, or

    C) just book what is usually a less expensive fight to LAS or LAX on SWA. Although LAS doesn’t seem to get much LUV haha. Then, resign myself to booking to HNL on Hawaiian when i see a decent deal (whatever that is ? $500 RT pp) Additionally, any guesses when i’d See deals to HNL for end of April, early May for 2019?

    New territory never visited Hawaii, feel like i’m missing something importanthere. Need all the expert help i can get!

    1. Hi Rosemarie.

      That market is definitely a bummer in terms of price. Looks like $500 to $590 RT. Doubtful of it improving right now, but we wouldn’t be surprised to see some Southwest effect on that route sometime soon.

      Aloha.

  6. Hi, we’re taking a trip to Honolulu in March 2019. We would be flying from Raleigh. How soon should we book? There are no good deals now, most fares are $700-800 as of now. Any advice would be greatly appreciated!! Thank You!!

    1. Hi Gary.

      By mid-March it is spring break so no deals. Prices in the mid $500’s until then start to head up by as much as $300 RT. If you’re traveling in spring break probably best to buy now. For travel completed in first half of month, while mid-$500’s is very good, it could even improve a bit if you wait.

      Aloha.

  7. Aloha,

    Flying from the Baltimore to Hilo in late February 2019.
    Is it best to buy 1 ticket now or wait until around mid-late November of 2018 to book?
    Also, what cities or connections would be best for the route, flying with United.

    Mahalo, Dee

    1. Hi Dee.

      Fares for February should drop by $150 or more round trip if you wait. Can’t say when that will occur or if it is a certainty. But target price is just under $600 RT. Suggest waiting, especially for mid-week travel.
      Aloha.

  8. Hi,

    We are planning to go to Honolulu from Los Angeles for 6 person on first week of July of 2019. When is the best time to buy the tickets.

    Thanks.

    1. Hi Marie.

      Hard to say right now due to SWA coming on board by then. You can try waiting, but it could backfire. Generally (were it not for new airline entering mix) best to buy those as close to 11 months in advance as possible.

      Target price with new competition is about $500 RT. We’ll see what happens.

      Aloha.

  9. Hi, Looking to fly from Sacramento to Maui 4/19-4/27…flights now are around $600…when do you think would be the best time to buy considering Southwest should come on board soon? 6 weeks out? Or is that too little lead time??

    Thanks!

    1. Hi Laura.

      It would be best to wait. Yes SWA should be flying here then. That is off-season and you are fine to wait pretty much as long as necessary. Target price is in the $300’s RT.

      Aloha.

  10. Going to be making a trip to Oahu in September of 2019. Looking at the end of the month and will even consider early October. We are leaving from Atlanta. Plans are for a 7 day stay. First Class is most likely the option for us, for a couple reasons. We were lucky enough to get a nonstop, (ATL-HNL), for $1800 in the past, but I haven’t seen rates like that recently. What kind of rates are you seeing booking as early as allowed for FC or Delta One? Also, since we are somewhat open on our dates, is there anything already set for those dates that we should see or avoid? Any advice would be great. Thanks

    1. Hi John.

      It looks likely to be $1800-$2200 depending on airline in first class. Tickets will be available 330 days in advance. September is a great time for every reason and no dates to avoid.

      Aloha.

  11. I am planning to take my granddaughter to Oahu for he 18th birthday and graduation in December…the 11th to 20th. What do you think will be the ;lowest prices I could anticipate and about when? Thank you so much.

    1. Hi Elayne.

      You didn’t say where you are traveling from but your IP address says Tampa, FL. Price is low to mid-$800’s on multiple airlines with fast connections. Suggest buying at that price now since you’re return is at cusp on holidays.

      Aloha.

  12. Christina S
    Planning a surprise, for my retiring policeman husband, in early November. From Phoenix to Oahu to see as many Hawaii Five-O sights as possible! Fares dropped significantly from yesterday to today. Will they continue to drop? Should I go ahead and purchase now? Advise please, I’ve never done a surprise this big before!
    Thanks!

    1. Hi Christina.

      $537 RT nonstop as of today. Okay price, not great. Could go up and down between now and then. It’s old bird in hand dilemma. Hard to suggest which direction to go but if you want a gut call, it would be to wait with target in mid $400’s.

      Aloha.

  13. Hi looking to go back to Hawaii next September from London or Glasgow. Could you tell me when is best to book flights as I am booking flights and accommodation seperate. Have always booked with travel agent.

  14. I travel from Boston to Maui every year. You usually only talk about west coast airfare. Do you have any information about how the upcoming airfare wars will effect travel from the east coast?

    Thanks

  15. Planning our fist trip and no kids. My hubby want to see
    The north shore and Pearl Harbor. So I’m guessing Oahu it is! I REALLY want to swim and see a waterfall. We’re open to
    Come whenever and I’m so confused on which hotel !!! Any advise? Are there waterfalls? Best time to see North Shore waves? Thanks!

  16. Sorry for so many questions!

    We are going to Oahu in January and considering visiting Maui as well. We need to go to Oahu to visit friends. In January, what is the best area of Oahu to stay in for nature, beaches, and good weather? I have read that the north shore is not swimable during this time due to large waves, but we do not want to stay in Honolulu/Waikiki

    If nature and good weather are a priority, is it worth the trip to Maui at the added cost?

    Thank you for your help once again!

    1. Hi Katherine.

      To answer your Oahu questions, do yourself a favor and get the Oahu Revealed guidebook. You won’t be sorry.

      Weather probably won’t be better on Maui than on Oahu. You’re coming in winter so good weather is possible, but so is some rainy weather. To be expected and no one can predict that.

      Aloha.

  17. Hello!

    Love the website!

    I plan to travel to Hawaii January 2019, dates are flexible, from the Baltimore/Washington DC area. Planning on flying into HNL and out of OGG. Currently, round trip flights are $611.00 +luggage. Is this a good deal or do you advise to wait?

    Additionally, I know winter is rainy season over there. Is there a certain area of Maui that shouldn’t experience as much rain? Good weather is important to us.

    Thank you! I appreciate your help!

    1. Hi Katherine.

      Thank you! That is a very good price for east coast. If times, and stops/duration are to your liking, wouldn’t wait. Don’t wait on booking inter-island flight as best times book up or become expensive fast.

      Yes January is winter here as it is there. Hard to predict weather, but if this helps, January is called the Snowbird season. It’s when people from more northerly climates come to enjoy the warmth of Hawaii. The Kihei/Wailea/Kaanapali side of Maui have dryer weather. You’ll even see cactus growing. But if there is a winter storm, it can impact any area to be honest. Chances are you’ll be fine. So come and enjoy!

      Aloha.

  18. I am so happy to have found this website as you have already helped me enormously!

    My family of 6 will be traveling from STL to HNL end of May/early June 2019 to make our blended family official!!

    I am looking at both direct flights from STL to HNL and at all the options from STL to the east coast (California, Oregon, Washington) and from there to HNL.

    Do you think the addition of Southwest flight will affect the pricing of direct Midwest to Hawaii flights or just those departing from California?

    Thank you in advance for your consideration!

    Karen

    1. Hi Karen.

      Thank you! Yes it certainly seems that the new SWA flights will impact on pricing from beyond their California gateways. Your best buying opportunity is probably going to start closer to year end.

      Aloha.

  19. Our family of 5 needs flight to Oahu for Dec. 20-31. Our closest major airport is New Orleans. I’ve looked every major airport that we can fly out of by piecing the trip together on our own. I’ve priced LAX to HNL on any of those airlines with us probably using Southwest to get to LAX. The current lowest price for LAX to HNL is $782 on Hawaiian. How long should I wait to purchase this airfare? I was hoping Southwest would be operating by then, but just don’t know if it’s going to happen.

  20. Would like to travel to HNL from PHL (4 adults) late June or July. Can also use BWI or EWR. Any idea which of those airports usually have best prices. What time of year is typically best for flight cost, might be able to adjust dates if it’s a big savings. Have a time share in Hawaii so would only need airfare & car rental but would be open to package with hotel if it runs more to not get one in a package.

  21. Aloha,

    We are looking for inter-island flights from SFO to OGG to HNL and back to SFO between Oct 23 – 30th. Current rates are $515.98. Do you expect the price to drop further?

    Thank you for your help.
    Jenny

    1. Hi Jenny.

      Flights are $189 outbound to Maui and $199 return from Honolulu, which is certainly decent. Those might improve somewhat – say up to $30 each way. But not sure it is worth waiting for.

      Inter-island is priced dependent largely on time of day and day of week. There aren’t really any sales worth waiting for there – better to get what you need as soon as possible. Overall gut feeling is to book now.

      Aloha.

  22. Good Morning,
    We are planning to go to Maui and Kauai this February 2019 from Edmonton. I have been checking prices for packages from Costco Travel, it includes flights, hotels, and cars rentals. Price keeps going up and down. Is it wise to book now or wait . When do you suggest I book the trip. Thank you very much and Have a Good Day!

    Marilou

    1. Hi Marilou.

      For mid-week February travel, probably will be best pricing this fall – about three months in advance.

      Aloha.

  23. So currently round trip flights from SFO to Honolulu from 12/23 to 12/29 are running around $1200 per person. Which is insane! Can I expect this price to go down or look for another vacation destination over this time?

  24. Good morning, my wife and I are flying from SJC to OGG on Aug 24 and returning on Aug 31, thanks to a generous uncle sharing his time share with us. I still see flights in the mid to low 400’s. Are the rates going to drop into the 300’s or should we book now.? Hawaiian has mostly been around $436, with one day at $396. Thank you so much for providing this great service!

    Mahalo, Dan

    1. Hi Dan.

      If you stay with Friday flights, then $400 might be the best price. Mid-week is running about $50 less. Could be sales, but again, Friday may preclude anything better.

      Aloha.

  25. Aloha again 🙂
    Not too many posts recently (and none from me for a few weeks lol) so thought I’d pipe up for the 3rd time and ask if you have any predictions for future sales from the US airlines that would be likely to include dates in mid to late August?

    As you may remember from my 2 previous posts, I have been watching since Jan for a flight from Seattle to HNL (Aug 22nd) and return to S.F bay area on 29th August.
    They have actually dropped already by over $50 and currently the best direct option is $249 SEA-HNL and $199 HNL-OAK. Even cheaper with United and 1 stop for first leg but 6 of us with bags makes that less attractive.

    Family 6 from England touring the West Coast from Oakland to Seattle and looking to surprise the family and not complete bust the bank with this trip – otherwise another week on the mainland….

    Sorry to call on your better judgement (crystal ball) again.

    Yours
    Dithering from England (Colin (UK)

    1. Hi Colin.

      $447 RT right now on Alaska or Hawaiian (SEA-HNL-OAK). Very fair price. Might still come down another $50 or more if you want to chance it and wait until more the last minute. Depends on your feeling about the unknown.

      Aloha.

  26. Hello!
    My husband I are planning to fly from Sacramento to Kauai for a family reunion September 30-Oct 7. We would like to go a week early, or stay week late to make the most of our time. Which would you suggest and when is a good time to buy tickets? Should we buy now, or wait until mid-summer?
    Thanks for all your help–we are excited!
    Lorna

    1. Hi Lorna.

      Fly mid-week for best price. Watch as we announce better pricing, since currently it is at $500. Target price is about $400.

      Aloha.

    1. Hi Wendy.

      Tough call. Appears to be peak of spring break and Friday/Saturday as well. Therein why it is costing $1,300+. So conventional logic is to buy now and not squabble about price. On other hand that market is quite fluid in terms of competition and there’s at least a slim chance of price improvement. If you are comfortable waiting you can, or suggest you change dates to save money. Otherwise, our gut call is still to buy now.

      Aloha.

  27. Hello,

    My Fiancee and I are planning our honeymoon to go to Oahu from October 16 to the 23 and we were wondering if we should wait on flights till we get closer to the date. Roundtrip is about 750$ at the moment and we are trying to fly out of Indianapolis.

    Thanks,

    Nick

  28. I am looking to fly from San Jose to Maui Oct 14-21. Our dates are a little flexible and we could also fly from SFO, OAK, or SMF. When is a good time to buy?

  29. Will be traveling from ABQ to KOA mid October. Returning mid November. Prefer to fly Alaska to use points and companion fare. What are your recommendations for booking period and target price?

  30. Looking to fly from New York (Syracuse, Albany or JFK) or Vermont (Burlington) to Maui Anytime October 2018 to May 2019. What would be the best time to fly and from what air port. I could also fly out of Montreal Canada.

  31. Are any of the Midwestern airports better to fly out of than others? We are going to Honolulu March 29-April 7 in 2019 and are considering Chicago, Cleveland, Cincinnati, Columbus, Detroit & Toronto. All of these are within a 3-4 hour drive of us. We are closest to Detroit but would be willing to drive to save some money with our family of 4.

  32. My wife and I are plan to fly from San Diego to Kona on 10/14/2018, returning 10/21/2018 (both are Sunday). The Hawaiian Airlines flights are the most appealing to us at moment and we are wondering when would be the best time to purchase tickets.

    Thank you for the great info on your site!

    1. Hi John.

      Thank you. Target price no more than $500 RT for Sundays flying nonstop. That might be available in next couple of months.

      There is $362 RT currently available for your dates on Delta 1-stop.

      Aloha.

  33. Hi there! Just found this website. My family is taking my parents to Hawaii summer of 2019. We will have 13 of us heading to OUHU. We are all super excited but needing some help regarding getting the best airfare for the first week of June flying out of Phoenix. Any special tips or advice would be much appreciated. Thank you

    1. Hi Kary.

      Couple of thoughts. Phoenix could see new flights next year, possibly including Southwest by then. Also, 10 or more traveling together will qualify for group rates. You can check with the airlines on that. A bit hard to predict when to buy and target price for your dates/market at this time. If you want to check back in say 3-4 months, we’ll look at it again with you.

      Aloha.

  34. We are getting married on Maui in early october. We are flying from phoenix to maui, to hilo, driving to kona and flying back to pheonix. I have already seen cheaper prices than all of last year, but I had advice that 1-4 months prior is the best window. Should I wait or buy now?? Mahalo!

    1. Hi Chris.

      Looks like target price is no more than $550 RT plus inter-island flight. Not available yet, but could be on an upcoming sale. Weekends – especially Saturdays, will probably stay higher, so avoid if you can.

      Aloha.

    1. Hi Kim.

      March is spring break, so general answer is no. You can keep checking as the exact dates for spring break aren’t solidified quite yet. They will probably impact two or three of the weeks and keep them priced higher.

      Aloha.

    1. Hi Sheila.

      We don’t know yet exactly when peak season for spring break will hit. Your dates might be just ahead of it which would be good. Otherwise it could be more expensive. Generally best time to buy will be starting mid to late summer and beyond. Expect to spend $600 to $750 depending on duration/stops.

      Aloha.

Scroll to Top