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.

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

  1. Never been to the Islands, would like to go latter part of April into May. Any suggestions about Island for relaxing with a little night life?
    Where are you finding the lowest air fares? Or, is it best to just go the travel agent route? Does the cost jump dramatically to use a travel agent?
    Thanks,
    Lee

    1. Hi Lee,

      This post is on Choosing the Right Hawaiian Island. Details on timing is already in the post. Travel agents – that’s a personal preference. If you aren’t used to travelling and it makes you more comfortable then that may be a good choice that you will definitely pay for. We also suggest the Hawaii Revealed series of guidebooks.

      Aloha.

  2. Hi!
    We are planning a trip from Las Vegas to Oahu mid October. Flights right now are roughly $688 RT per person. Do you think they will drop lower if I wait a bit?
    Thank you!

  3. My husband and I will be going to Maui at the end of September 2016, flying out of Manchester, NH or Boston. When would be the best time to purchase airline tickets? We will most likely stop over in San Diego as well. Thank you

    1. Hi Annie,

      Our best suggestions on ticket purchase timing are already in the post. San Diego is a good place to stop.

      Aloha.

  4. Hi, my husband and I and another couple are going to Kaui on 6/18 . The other couple is flying home either the 24th or 25 th. We are going on to Maui on the 24 th to the 29th. So far we can’t find anything cheaper than $1400 round trip for both couples, even traveling at different times home. Any suggestions. I have checked Alaskian.
    Thank you, Stephanie

    1. Hi Stephanie.

      You did not indicate where you are traveling from which makes further comments impossible. Your dates are definitely in peak summer season and deals cannot be expected.

      Aloha.

  5. Strategy for finding low fares from Houston to Honolulu 9-10-16, and from Maui to Houston 10-1-16?

    Current chances Southwest will be flying then?

    Thanks!

    1. Hi Dale,

      Slim chance of Southwest frankly.

      We don’t have anything more to add than is in the post regarding timing strategy. $900’s currently and best hope is probably in the $600’s.

      Aloha.

  6. Aloha!

    What type of search engine are you using when searching for flights? Are you looking at the airlines’ websites, specifically, or using search engines such as momondo or google flights?

    Thanks!

    1. Hi Lateisha,

      First half of month (spring break) is in $800’s and second half is in $700’s. 2nd half might get cheaper if you wait.

      Aloha.

  7. We’re looking at Maui the week of Thanksgiving 2016. While the hotel with points are a deal during this time, what could we expect for airfare from San Diego (price/availability) and how busy will it be?

    1. Hi Denny,

      It’s a little too early to have any pricing but we’d expect $600 to $900. It all depends on competition and demand and that is also too early to predict. It will be quite busy that week but not quite as bad as Christmas.

      Aloha.

  8. My family has planned a trip to Kona June 20-27, 2016. I’ve been watching the cost of round trip airfare and it hasn’t dropped below $500 yet. We’re flying from PDX which I’ve been told I can get round trip tickets for close to $400 each from the West Coast and the ideal time to purchase is about 60-75 days before our trip. My husband is getting anxious and thinks I should buy them at $500 each, I think we should wait. It’s a summer trip, what are the chances of round trip tickets getting close to $400 each for a June 2016 trip?

    Thank you!

    1. Hi Michaela,

      Not sure who tells you these things, but they are such odd generalizations as to be useless. The numbers we find for PDX-KOA as of today go like this: $660 on UA, $700 on LA, $750 on HA and $760 on AS.

      There’s no reason to expect those to go lower. First, Portland isn’t seeing great deals generally. Then while there is always a remote possibility of a lower price, your dates are in prime summer season which is not a time to expect deals. The prices are in the fair range as indicated in the post.

      Aloha.

    1. Hi Cristo,

      Average during peak season is perhaps $1,000-$1,200 and during off season, perhaps $600-$800. There are fares as low as $599 at the moment, on American with one stop. Nonstop is always more expensive.

      Aloha.

    1. Hi Wallace,

      From about $900-$1,100 depending on airline and route. At present Kona and Kauai are cheapest, them Maui and Oahu.

      Aloha.

  9. When does your crystal ball predict the air fare sales will begin for the Spring shoulder season – after Easter and before mid June?

  10. Planning a waiting to exhale trip to Hawaii and looking to pass though the big island and stay at Maui or Kauai not sure which will appeal to 50 plus people with adult children. So a kids free location preferred, Need to save money so was wondering best connections flights from Chicago, IL with the least layover times. What can I expect to pay for a trip in Mid April??

    1. Hi Cynthia,

      Island hopping is usually quite costly, so most people just fly to their Hawaii destination directly. Maui probably offers the most variety but each island has its own appeal. You will need to research that and we suggest the Hawaii Revealed series of guidebooks online or in print.

      You’re looking at $700-$800 with the best connection times. To Maui with connections is 11 hours plus. Suggest checking Alaska, American and United.

      Aloha.

  11. Hi my fiancé and I are getting married September 3rd in Waikiki. We’re are leaving from LAX to Honolulu. When will be great time to buy tixs the cheapest for that week? I think last year in January I saw them for 490 RT?

    1. Hi Jennifer,

      Future deals from LA depending somewhat on Virgin America’s flight introduction. Otherwise hard to say and our best suggestions are already here.

      Aloha.

  12. We’re flying LAX to Honolulu in mid-late Feb 2016. Right now Hawaiian airlines is as low as $480 R/T. Is it worth waiting another month to see if goes any lower? Thank you!

    1. Hi Michelle,

      Mid $500’s in most of January and February which is a very good price. Otherwise quite expensive unfortunately.

      Aloha.

  13. Hi there,

    I’m looking for flights out of Boston to Honolulu for mid-late May 2016. However, we’re looking at a few stops – from BOS>HNL, spend 3 nights then HNL>OGG for 5 nights, then OGG>San Diego to see family, then back home.
    What is the best way to do this trip? Hacker type, separate bookings, or a single booking? What are the best gateway cities for the flight BOS>HNL to ensure the best combination of price and hopefully a wide-body jet? (The return flights will be split up by days so I’m not so concerned about a narrow body for those.)
    When is the best time to book for mid-May arrival, late May return?

    Mahalo!

    1. Hi Lianne,

      A little complicated. Separate tickets always have liabilities unless you are doing true stopovers. Like multiple checkins/security and what if the plane is late for example. Might work best to try to do through one airline. Not really sure. As for wide-body, not sure that exists out of Boston. It does out of NYC but that’s out of your way. Let us know what works out for you.

      On a side note, it is better to get inter-island far in advance as availability is often an issue.

      Aloha.

  14. Hello my wife and I are planning our honey moon for June 4th-June 13th flying out ouf Phoenix right now it Looks like it’s about $1200 Round trip per person. I have two questions:
    a) is that a good price or should we hold out for a little longer
    b) is it worth driving to say San Diego (about 7 hour drive) to get a cheaper flight

    Thanks!

    1. Hi Alexander,

      Not sure about that drive. It seems rather expensive and time consuming. From PHX to HNL 6/4-12 is $613 on AA nonstop. Or $689 with return on the 13th. Might improve but that is uncertain.

      Aloha.

  15. We are planning a trip to Hawaii in mid March or April – 2 adults flying from Portland and 2 adults flying from Omaha, NE. What would be an expected price to pay for flights and would it be cheaper for the Omaha folks to fly to Portland first (then all travel together)? Also what would be the best and cheapest route for accommodations (hotel, rental, etc)? We don’t care what island we go to. Thanks!!

    1. Hi Amber,

      From Portland to Honolulu: mid-March through end of March is $600+RT. After April 2 price drops into the $400’s.
      From Omaha to Honolulu: mid-March through mid April is $800+RT (mostly higher in March).

      We prefer vacation rentals in Hawaii – but that is a personal choice. Consider a guidebook such as Hawaii Revealed for some help in planning things beyond airfare.

      Aloha.

  16. so i am trying to get flights from Seattle to kona from the 9th of February to the 23rd of February and from what i have looked at and researched i am trying to get them for around 400 or less is there a good time to purchase this or i just have to get lucky and find the sweet spot?

    1. Hi Gregory,

      There are flights starting at $399, depending on day. If you leave on 7th and return on 23rd for example. Otherwise, you exact dates (departure being the problem) may or may not improve.

      Aloha.

    1. Hi Violet,

      $693 for your dates on most carriers, which is what we expect to see for those dates. If you can return on the 24th instead, then $509 on Delta. At least as of today.

      Aloha.

  17. Hello – My family (9 people) is travelling to Kauai from Philadelphia or BWI. Travel dates are June 11 to June 21. What is a good price for a ticket? Currently it is around $1,200 if we connect in Phoenix. Is this a good price??

    THANKS!

    1. Hi Erin,

      There is a $1021 fare on Delta, via MSP. No these aren’t good prices, but the situation is that both your origination points and destination are quite costly, relative to say NYC and HNL. Not sure if it will improve.

      Aloha.

  18. Headed to Oahu and was once told to wait till Dec if traveling early Mar for flight deals from Sacramento/Bay area. Here it is and we haven’t really seen less than $400-450. Do you think we should be at prices now or wait longer? Thanks

  19. Hi there,

    Great website! Thanks so much for all of the tips. I’m flying from SLC to HNL 4/14-4/18/2016. When is the best time to buy? I thought I could find a ticket for under $500 for this time frame. Is that the case?

    Thank you!
    AE

    1. Hi Annaliese.

      Thanks for the nice words! SLC is a tricky beast in relation to Hawaii airfares. If you wait it is probably going to come down. But if your dates and set and you need to buy before that happens (and there is no absolute guarantee that it will) then the airlines win unfortunately.

      Aloha.

  20. We are looking for 2016 trip to Oahu and Big Island, from Miami to OAhu to HIlo and back to Miami from Kona, what and when should we look for best deals for multiple destinations as mentioned, thinking on late May or midle August Tks a lot

    1. Hi Roselis,

      Our best suggestions on timing are already in the post. Currently fares starting at about $750 plus inter-island travel which isn’t really bad.

      Aloha.

  21. What is a good price to pay for flights from Columbus, OH to Maui for the last week in May? Everything I am seeing now is over $1000 per person. Thanks.

    1. Hi Michael.

      Currently $929 for 2-stop and $1020 1-stop.

      Should ease $100-$200 or more if you wait.

      Aloha.

  22. Hi

    Just wondering what is a good price to pay for a one way flight from HNL to LAX mid May?

    Thanks heaps

  23. We at are traveling to Oahu June 12-23 with a group of 8. Right now tickets are 1100 leaving out of Nashville. Should we hold out for a price drop or is this going to be reasonable? Should we hire a travel agent or book ourselves?

    1. Hi Travis,

      With 8 people you “might” get a group fare (usually the minimum is 10). Would be worth contacting airline group travel desks. As for a travel agent, that’s a personal decision, but it seems fewer people use them all the time.

      Aloha.

    1. Heading with group of 10+ family members from Seattle to HNL spring break timing. Any advice on group discounts through travel companies for Hawaii? Or just purchase myself watching prices? Thanks !

      1. Hi Rob,

        Yes for 10 people you should contact the group travel desks of Alaska, Delta and Hawaiian.

        Aloha.

  24. We live in Houston and are planning a trip to Maui in March or April. Airfares seem high, around $1,000 is lowest. Are we better off finding a cheap flight to the west coast and departing there?

  25. Hello, my husband and I are really wanting to travel to Hawaii for our anniversary../..the dates our Dec 19th-20th and anytime very close to then. We must get the cheapest deal possible! Any suggestions>?>? Please help!

  26. Do the major airlines, I’m especially looking at Hawaiian Airlines, typically have black Friday deals? We are looking to go January 2016.

  27. May be planning on a Hawaii vacation during the 2016-2017 school year. We live in Minnesota. Any extra advise for best time to fly and airline? I was thinking sometime between the week before thanksgiving to possibly the first week of January. What do you recommend? Thank you in advance.

    1. Hi Rachelle,

      The post pretty well lays it out. Week before Thanksgiving isn’t good. First week of December is good. Otherwise, that is usually an expensive time to visit.

      Aloha.

  28. flying out of Chicago to Hawaii and no set dates. Any suggestions on cheapest flights or packages out of Chicago in January, February, or March? Was hoping to give as Christmas present to my husband as something to look forward to .

    1. Hi Kathy,

      January through early March is running as low as high $500’s which is quite good. Not sure about packages – that isn’t something we follow.

      Aloha.

  29. Hey there!

    Planning on booking a last minute ticket to Hawaii one way to move there within the next 2 weeks. I wonder if I can catch a window where the prices are super low. Flying from Portland. Any advice?
    Is big island cheaper than Maui?

    Thanks so much for replying 😊

    1. Hi Christine,

      $275 to $300 one way on Alaska or Hawaiian Airlines. Same price to both destinations.

      Aloha.

  30. We have our wedding in Oahu from June 19 to June 25 2015. Coming for Los Angeles and they are $800 right now. Worried about our guests. Buy now or wait? I noticed allegiant air has not posted their June flights yet…

    1. Hi Dennis,

      We don’t know for sure if Allegiant will continue. After they announced their Hawaii departure they dropped those prices further which may mean they are having an even harder time selling now.

      Otherwise, $602 on AA leaving on 19 and returning 24th or 26th. 25th is $744. Reasonable prices for dates.

      Aloha.

      1. Allegiant has posted their June flights now…they are in the 500s for those dates. Is there still a chance they will all get canceled even though they are posted? Thank you so much for your help.

        1. Hi Dennis,

          We don’t know what Allegiant will do. They said they’ll fly those routes thru August. Buy on credit card, that’s for sure.

          Aloha.

  31. I am planning an Hawaiian cruise beginning of May 2016 and will be flying from Phoenix to Honolulu round trip. Right now the flight cost with a direct flight with Hawaiian Airlines is costing about $1150 for 2 adults. Should I continue to wait and check prices or book now?

  32. We are interested in traveling from Arkansas to Maui anywhere from Sept. to Nov. 2016, which of these months would be cheaper to fly and, when is a better time to purchase tickets? It is currently around $1000-960, will it get cheaper?
    Thank you.
    Michelle

    1. Hi Michelle,

      Any time in that range should be equally good. You’ll need to wait per post for lower prices. And perhaps $750-$850.

      Aloha.

  33. We are planning a vacation, July 1st-11th 2016 traveling from Salt Lake City to Oahu. I have read elsewhere that the best time to book for July airfare is the previous December, with the exception of Hawaii. Any suggestions when to book a July trip from Salt Lake City to Oahu?

      1. Thank you. A family from north of LA are joining us on this trip. Is LAX probably the cheapest way to get to Honolulu, or are any of the other airports (Long beach, Burbank, etc) ever any cheaper?

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