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. Hello,
    We are planning a trip to Hawaii on June 24,2016 to July 1,2016 leaving San Diego to Hawaii we are 4 families. We have been seeing the prices run 709.00 with stop and 724.00 without stop do you think it will get cheaper or should we book now?
    Thank you,
    Nancy Endoso

    1. Hi Nancy,

      You’re in luck. If 10 or more people fly together you can qualify for a group rate. Call the group travel desk at Alaska, Hawaiian and America to start and see what they offer. Please let us know how it works out.

      Aloha.

  2. I’m going to Oahu on March 17th. I’m seeing prices for about $378-$398 round trip from San Francisco. Do you think I should book now or wait a little while for cheaper flights?

  3. Looking to travel to Hawaii in July 2016. From your article it appears booking as soon as possible for summer trips is key? I’m seeing prices around $1200 from Boston. Does that sound reasonable (for Boston anyway!)

    -Mike

    1. Hi Mike.

      Yes for the best connection times up to $1200. Other fares in July from about $950. As expected.

      Aloha.

  4. Hi, planning a trip late April , 2 adults flying from Las Vegas to Honolulu on 23rd April – Honolulu to Kauai 29th April – Kauai to Las Vegas 3rd may. Price on Hawaiian is $665 pp today which has dropped about $50 since last week. Flying over from England and spending a few days in Vegas either side so these dates are fixed. No idea if this is a good price so was wondering if I should book now or wait and watch the prices for a few more weeks?? Thanks in advance for any advice.
    Carol

    1. Hi Carol,

      As of today $634 on Hawaiian not including the inter-island flight. Las Vegas is pricey and it may or may not improve if you wait. There is probably no harm in waiting to see as that is low season.

      Aloha.

  5. I am wanting to take my girlfriend to Hawaii from Salt Lake City. Looking to buy as a Valentine’s Day gift so I would need to buy soon. Any island, any dates for about a week – we are both super flexible with our schedules.

    Best deals would be greatly appreciated!

  6. Hello,

    My wife and I want to visit Hawaii (not sure exactly where yet) you mention that some flights from the west coast ( I live in southern California) are as low as $350. What dates would I have have to travel to get this rate. My travel dates are very flexable. Thank you in advance.

    1. Hi Omar,

      To get the best rates you need to stay tuned for sales. Right now you can fly from San Jose or Oakland to Hawaii for under $400. These prices come and go during off seasons per this post.

      Aloha.

  7. Planning a trip for just me to Honolulu from Chicago from March 25th to April 3rd or 4th. The cheapest was $897. Should I buy now or wait? And if I do wait, how long? Thanks!

    1. Hi April,

      Yes that price is correct for your dates. It may not improve because it is spring break. If it improves it would be at the very last minute.

      Aloha.

  8. My family of 4 are travelling from Kamloops,bc to maui for my nephews wedding – Sept. 29-Oct10/16. Prices are much better from either Vancouver or Bellingham (both of which are ok with us).
    Currently prices are about $700/person – will they go down?
    Also, the flights all seem to leave at night and take anywhere from 12-22 hours (arriving very early the next morning – is that what we should expect?
    Our flight from Vancouver takes 6 hours with the favourable time change. Two days to return seems awfully long. Will they add any flights closer to the fall?
    Sorry so long,
    Tiina

    1. Hi Tiina,

      Bellingham has had consistently great pricing and we’ve also had some sales from Vancouver recently. Should take 8-10 hours including a stop in either Seattle or Honolulu.

      Aloha.

  9. Hi,my boyfriend and I are Hawaii virgins. We are looking to plan a trip anywhere between late September and early November. What is the best island to visit, time to go, fares that we should expect and best time to book? Thanks, and appreciate your advice 🙂

    1. Hi Michelle,

      The post already has our best suggestions on when to buy and what to pay. Any of your dates will work perfectly. For what island (each is unique) we use and suggest Hawaii Revealed.

      Aloha.

  10. Hi my friends and I are planning a trip to Hawaii 10/21/16-10/28/16 from Minneapolis MN (MSP) to Kona Hi and are wondering when would be the cheapest time to buy the airline tickets.

  11. Hi! Looking to take my family of four from Kansas City to Maui May 28-June 4. Dates are unfortunately set. Airfare is running around $1000 pp currently. How soon would we expect to see lower airfare for our region and what would be the ideal price range to target?

    1. Hi Wendy,

      Starting at $921. Our suggestions on timing are in the post. Might or might not improve as there is no competitive market from Kansas City. Worth waiting however.

      Aloha.

  12. We are planning a trip for 7 adults. 3 couples. Looking for 3 please bedrooms in kailua or kaneohe bay area of Oahu in September 21 – 28. Can you advise best time to book air and best way to find accommodations?

  13. Hi,

    My boyfriend and I were looking at traveling to Hawaii, flying from New Orleans Louisiana the week of August 7, 2016 – August 12, 2016. I’ve been doing some research and for 2 people right now with plane and car rental we will be spending right about 3000 for the week. Do you think this will drop? When do you think is the best time to book everything?

    1. Hi Desiree,

      $1141 per person is the airfare at the moment. Might or might not improve as departure is in high season. Two weeks later prices are $250 less.

      Aloha.

  14. My husband and I are planning a vacation in May1.2016 to Hawaii from Chicago il.. Was wondering what tickets would cost.. Thanks…

  15. Hi, our family of 5 was hoping to travel to Honolulu in November of 2016, either the week of Thanksgiving or the week before. I’ve been checking on flights for a few weeks now, when would you advise purchasing to save the most money? Not sure we can wait until August but if you are confident flights will be available and cost efficient we may have to.

    Thanks!

    1. Hi Christina,

      Thanksgiving is expensive. We indicate the value dates as August 15 through November 15, 2016 then November 29 through December 9, 2016. Not Thanksgiving.

      Can’t say it will improve by waiting.

      Aloha.

  16. Hello,

    A few friends and I would like to travel to Maui from either SFO or Oakland in late July. What would you say is the cheapest ticket we could buy round trip, and when they would be cheapest?

    Thank you!

    J

    1. Hello,

      We are going from Jax Fl to Hawaii June 3 – June 9th. Right now, rates are high. 1043.00 for one stop. We are looking for one stop short flights due to kids traveling. Would you suggest waiting? Should they drop?

  17. We have a timeshare in Honolulu from 3/27/2016-4/3/2016 so dates are not flexible. I am trying to book flights from Detroit, MI to Honolulu with travel times under 15 hours each way. The ticket prices are currently $1143 round-trip. Do you think the price will get any cheaper or should we book them right now? Thanks!

  18. We are looking to fly from DCA to Maui on 9/2/2016 – 9/10/2016. What would be best time for us to look at flights since it is holiday weekend travel. Also, what is the best carrier from Washington DC / east coast to Hawaii? I see a lot of information here but it is targeted towards the west coast, primarily. Any advise and assistance will be greatly appreciated.

    1. Hi Ruchika,

      Time for booking is per post. Best carrier is a personal matter. You have United and Alaskafrom DCA for example, and Hawaiian from NYC. Sometimes Baltimore is cheaper.

      1. Great! Thank you so much for your help. I researched some rates and lowest is around $950 per person. I wanted to make sure that since it is a holiday weekend that I would not need to try to buy sooner than the summer. Have a very Happy New Year!

  19. Hello,
    My family of 5 has timeshare reservations on Kauai 8/6/16-8/13/16 and flights right now from LAX to LIH are running about $900 each. Can you suggest a better time to buy these?
    Thank you so much for any advice.
    Chris

    1. Hi Chris,

      Hard to say at this point if they will come down since pricing is simply a function of demand that isn’t clear yet. You can just wait and see. It isn’t very likely that prices will go up or that seats would be unavailable. Let us know how it goes.

      Aloha.

    1. Hi Noreen,

      The cheapest time to travel and to book is already indicated in post. In late January and early February flights are in the mid $700’s and those can be expected for other low seasons of late spring and late summer/fall. If you fly from Boston you can save at least $100 more.

      Aloha.

  20. Hello We have our vacation dates to Lihue for June 4 – June 11 we have not bought our airline tickets yet. When is the best time to buy? We are flying out of California. We are open to fly out of any airport. What do you recommend?
    Thank you 🙂

    1. Hi Sylvia,

      It is too early for the late spring travel dates. So prices are in the $500+ range. Earlier in spring we are seeing under $400 from SJC for example. Also note that your return will be an expensive day to fly as it is in high season.

      Aloha.

  21. Can you tell me if there will be any airfare deals from Newark NJ in the next month or so. I am planning to visit Hawaii during the last week of May and first week in June. Only United seems to have a non stop, and it is quite pricey at the moment.

    1. Hi Lee,

      Per information in the post, it is too early for those dates. Might come down by as much as $150 or so.

      Aloha.

  22. I’m looking to fly from San Jose to HNL in April 2016 (dates are flexible but would prefer to fly Saturday to Saturday). Flights are $458 right now. Is now a good time to buy tickets? Is that price reasonable?

  23. My family of three will be flying out of Chicago and going to Hawaii in June or July for a week (dates are flexible), but we must fly out on a Friday evening to arrive on a Saturday in Hawaii. Do you know when will be best to buy tickets? We have a timeshare that we plan on using, but trying to find a deal on plane tickets.

  24. Aloha! I will be traveling to HNL via PIT or CLE depending on price April 20-May 1…..is there an optimal time to book? Unfortunately my dates are solid, so no flexibility. Thanks so much!

  25. I’d like to fly my family to Kauai around Christmas 2016. If we leave around 12/17 and return 12/24 or 12/25, will we find a reasonable airfare flying back on Christmas?

    1. Hi Peter.

      Reasonable by what standard? Those days might be up to $100 or so less than other days at Christmas. Suggest buying when first available – in 30 days.

      Aloha.

  26. I got some delta vouchers recently and would love to visit Hawaii from slc the 2nd week of May. What prices should I hold out for and which island would be my best bet price wise?

    1. Hi Mackensie,

      We aren’t familiar with Delta vouchers. That’s a great time of year to visit in every sense including being less expensive. Which island isn’t as much about cost as it is about personal preference. Suggest Hawaii Revealed series of guidebooks in that regard.

      Aloha.

  27. Hello,
    We are flying from D.C. to Honolulu on Jun 29 and flying out of Maui on July 6. Round trip tickets for this multi destination trip are $1034 per person. Should we book now or wait for better price?

    Thank you.

  28. My husband and I are flying to Maui June 11 to June 20 from the Bay Area. The cheapest fare is from Oakland at $755. Wondering if this is a good price?

    Thanks!

  29. Hi,
    I’m planning a family vacation Oct 2016 for my family of 3. I can fly out of CVG, SDF or LEX to HNL. Prices seem to be between 900 and 1100. Will the price drop? Im not locked into any specific dates. My husband wants a layover in LAX for a few days. And about a week in Hawaii. Any recommendations?

    1. Hi Samantha,

      You might see $200 to $300 less as it is way too early to be checking. Our best suggestions otherwise are already in post.

      Aloha.

  30. Hi –
    I am looking for flights to book our honeymoon from March 22nd/23rd – April 5th/6th to Kona, leaving NYC. I see flights around $865 RT. I read on a site that flight rates drop from 50-25 days out from when you want to leave; is this true? If I wait until end of Jan/early Feb, do you think I could get a better deal?

    1. Hi Allyson,

      Spring break – that is quite a good price actually. If prices get any better it would likely only occur at the last minute which makes planning impossible.

      Aloha.

  31. Me and my wife are wanting to visit Oahu from Salt Lake City for our 10 year anniversary the end of May 2016 beginning of June 2016. What should I expect to pay for flights and when would the deals come out for this time of year? I have looked at Alaska airlines and it seems to be about 650-700 pp. Is there better options than this?

  32. Hello!

    We are looking at going to Hawaii for our honeymoon Aug 29 2016 to Sept 8thish. We would be leaving from Chicago and looking to go to Maui. I have seen round trip from $688-$750. Would you suggest waiting a bit more? Also, what are your thoughts on vacation packages through Costco? Are they worth it, or is it better to book things yourself?

    Any feedback is appreciated!!

    Thanks!

    1. Hi John,

      We don’t evaluate and thus can’t comment on packages from any sources. It just isn’t our focus.

      Under $700 from Chicago at any time is a good price. So if you prefer to lock that in now no harm. On the other hand those dates will remain available if you prefer to watch and wait.

      Aloha.

  33. Hi there!

    Thanks for this info. I’ve been looking in the last couple of days for round trip to Maui from NYC for feb13/14 – 20. Right now the cheapest is AA for $965pp. Is there any chance this will drop after the holidays? Or should I just boom this?

  34. I am leaving out of Atlanta Ga to Hawaii is this the best place to catch a flight from?

    I am planning a trip to Hawaii for my wife and I between February and March what are the best least expensive dates? My birthday I is Feb 14th and my Wife birthday is Mar 3rd. Is there such a thing aa an all inclusive to Hawaii?? Im trying to do entire trip for 3,000 or less……..
    Please Help

    1. Hi Angel,

      Generally speak, yes. Sometimes reasonable prices from Atlanta, especially on airlines competing with Delta. However for anything in your date range $1200+ on Delta nonstop. If you do one stop, you can fly via American Airlines for $886 – many dates in February and March.

      Aloha.

  35. My husband and I will be going to Hawaii for our First time in September 2016. We will be flying from Minneapolis to Honolulu on Sept 3– I’m finding Alaska Airlines at $875. We are taking Hawaiian Airlines to Maui and then leaving Maui on Sept 10- I’m finding American Airlines for $769. Are these good prices or do you think they will be cheaper after the new year? Thanks!

    1. Hi Jeanie,

      Per post, time to buy for best prices in late summer fall isn’t after New Year but in late spring to summer. Should be somewhat lower (perhaps $100-$200 savings).

      Aloha.

  36. I’m planning to head from NYC to Honolulu 8/29/16 – 9/5/16 (or possibly 9/10/16. A direct flight is around $907 and $932. Is it worth waiting a few weeks to see if the price will drop? Thank you!

    1. Hi Vanessa,

      Per post, you’ll probably need to wait a lot longer than a few weeks. Until sometime spring or summer.

      Aloha.

  37. Hello, I am planning a family vacation for 5 from May 28th – June 4th 2016. Traveling to Kauai from Phoenix. I have been checking prices just about everyday and hoping to see them drop after the holidays! When do the priciest usually drop and how much should we expect to pay? I wouldn’t mind extending our trip a day earlier or later if the flight was cheaper. Thank you!

    1. Hi Caty,

      Currently $645 or if you travel 5/29-6/5 you can save $45. Nonstop is about $75 more. There’s some wiggle room so it is worth waiting to save a bit more. Hopefully about $500 RT.

      Aloha.

  38. We will be traveling from Missouri April 13 through the 21st to Honolulu. 4 Adults. I see a price today at 603 RT should I wait???

    1. Hi Monica,

      Cheapest price we find from STL is about $700, which is pretty standard. Might improve some if you wait.

      Aloha.

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