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”
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How to find the best Hawaii deals for travel from now through all of 2019.
Get Breaking Hawaii Travel News
Comments are closed.
Aloha! We would like to take our family to Maui for Thanksgiving & whale watching. 11/27-12/1
Would be 5 adults + 1 infant grandbaby. We live in Sacramento but don’t know if we should risk waiting to see if SWA starts its flights out of SMF to OGG by then. Should we be buying tickets now? Your thoughts? Thank you!Suzanna G.
Hi Suzanna.
Any flexibility on dates? Yours are running about $750 whereas if you depart a day later and return on 12/4, it will be in low $500’s, so savings of about $225. Not sure if your dates specific might improve, but it is possible. If you wait, you might find better pricing in the summer.
Aloha.
Aloha!
Thank you for your website. You do such a great job for all of us travelers! What are your thoughts about Philadelphia to Maui in August?
Mahalo!
Hi Carol.
Thank you! $589 RT if you can buy right now, with a short connection on multiple airlines. Great price. Don’t wait.
Aloha.
I’m looking to go from Las Vegas to Maui I’m flexible on dates but hoping for end of August early September
We are planning a trip from SLC to LIH August 2 or 3 – 10th. Prices now are about $800. Do you think prices will go down at all for that time frame? Thank you.
Hi Ambree.
Probably not for your weekend travel dates that early in August.
Aloha.
Aloha! I want to surprise my boyfriend with a trip to Hawaii for our 2 year anniversary and I had a couple questions. When is the “off season” or cheapest time to visit Hawaii? What is the best/ most affordable airport to fly out of the USA and back? Any recommendations on something rather then a hotel, maybe something more traditional to the culture and hopefully affordable? And as a Local, any must do’s that you would recommend for our visit?
Thank you so much! Sending lots of love from the Rocky Mountains 🏔 ♥️
Hi Julissa.
Not sure if you read the post series or not. The specific answers to your questions are right there. If it still isn’t clear let us know and we’ll try to help further. We don’t get into recommending accommodations, but vacation rentals are really the best bet other than perhaps for a couple of days in Honolulu.
Aloha.
Hello, my family and I are planning our first trip to the big island on 8/17 and returning on 8/30 flying from Seattle to koa. Delta has main cabin for $607 and my wife has me worried the price might go up. Should I buy now or wait it out? Also, will there be more options on departure times as the date gets closer? Thanks for your time and have a great day!
Hi Michael.
As of this moment, $538 RT Nonstop. Because you’re flying Friday and Saturday, you can’t really expect great fares. Might not improve. No there will not be more departures as far as we know.
Aloha.
I am traveling with my wife to honolulu in October.
Specifically 10/9-10/13 for a wedding.
We will be traveling out from LAX to HNL.
We previously saw airfare drop down to $358, but didn’t purchase at that time, and now they are up to $558.
Do you think it will go back down?
Thank you so much!
Hi Andy.
Yes, likely there will be fall airfare sales, unless the airlines prefer to fly rather empty. Stay tuned and just try to wait it out if you can stomach it.
Aloha.
Hello! Planning to fly from SFO to OGG for a wedding on Thursday 3/12/20 to Tuesday 3/17/20. Alaska Airlines is about $528 a person right now. Wondering if you can give an advice for purchasing the plane tickets now or does it get better/cheaper if we wait it out? Thanks!
Hi Veronica.
Out of SFO especially, it may not get better by waiting. That is during spring break, which is an expensive time.
Aloha.
I don’t have a question. I just want to say thank you! You are so very helpful and I love reading your posts.
Hi Jessica.
Thanks very much!
Aloha.
We move my daughter to UH in August. Prefer Alaska Airlines out of Portland direct to Honolulu. Please advise, should we buy now, or might the prices get better??
Hi Cindy.
For mid week travel after the first week of August, prices will improve.
Aloha.
My family would like to fly to HNL out of SJC or OAK on 12/16 or 12/17, returning on 12/23 or 12/24. Current lowest price non-stop RT fare is $428 out of SJC with 12/17 departure date.
Given your experience with fares around that time — “almost” holidays — would you recommend waiting for better fares later (around what range), i.e., Southwest, or are those pretty much as low as they’re likely to go for that timeframe of travel.
Thanks so much in advance!
Hi Evers.
Those dates will not improve.
Aloha.
We’d like to travel during Christmas 2019 with a group of 7 people from Salt Lake City to the Big Island. Any suggestions for the most affordable airline/time would be appreciated. Thank you!
Hi Laurie.
Mid-week starts just under $850 RT on multiple carriers. Higher on weekends. Cheapest days for travel are 12/25 and 1/2.
Aloha.
When do you suggest booking for October travel?
Good Morning,
I want to take my wife to Hawaii in early may for our anniversary. I am wondering what the best day of the week to travel from Portland Oregon would be. We are somewhat flexible and appreciate any advise you may have.
Thank you very much
Mark
Hi Mark.
Monday through Thursday there are $338-$342 airfares on Hawaiian and Alaska to Maui, if that works. Great price.
Aloha.
We are looking to fly out of SAN or LAX, to OGG, Sun 8/18 to Tues 8/27. We are seeing prices of $488 out of SAN and $538 out of LAX, nonstop. It seems these prices have been fairly stable for the past month. Could you recommend if we should buy or wait? Thank you so much!
Hi Calista.
There’s more likelihood that they will go down rather than staying the same or going up. Suggest waiting with target out of San Diego to no more than mid-$300’s. You may need to wait a while – perhaps up to June.
Aloha.
Thank you for your advice! We ended up our moving departure date to 8/15 and finding tickets for $358 RT out of LAX. We might have purchased earlier at significantly higher prices were it not for your advice. Thank you again.
Hi Calista.
Glad that worked out and thanks so much for letting us know!
Aloha.
Hello! We are flying to Maui from Portland,OR during our kids Christmas break. Would prefer to fly Alaska Airlibes but direct flights are with decent times are around $1400. Are we looking too early or is this what we should expect at Christmas. If too early, when is the best time book? Thank you!
Hi Sarah.
If for example you’re looking at 12/21-12/28, there is very little nonstop availability at this point. People who come at holidays frequently buy as soon as tickets are available. Best bet would be to fly another day, preferably mid-week or do a 1-stop. Otherwise, you’ll be paying a great deal. Suggest buying nonstop soon as options are limited.
Aloha.
We are looking for flights for 2 adults for August 2019 for 1 week to Kauai. We’ll be traveling from either GSP or CLT and are flexible for travel dates. Thanks so much
Hi Chris.
Just over $800 on American with good connection in both directions. Slightly more on weekends. Fair price.
Aloha.
Hello,
I am trying to book tickets to Hawaii from MBS (in Michigan), traveling to LIH on 6/22, and returning from KOA to MBS on 7/3. (Planning to fly Hawaiinan inter-island in the middle of the trip. Currently the best deal I have found is $960 main cabin on Delta (slightly less if I fly through Detroit). Could you please tell me if this is the best deal I am going to get, or if I should wait a little longer to see if prices go down further?
Thank you,
Briana R.
Hi Briana.
That’s the highest priced time of the year, except for Christmas. Just checking we find that fare is $926 in full economy plus inter-island. Doubtful it will improve.
Aloha.
Sir: I will not be flying to Hawaii on a 727-Max!
Hi, our family wants to travel to Maui in Feb 2020, we have 10 people in our group, when would be an opportune time to buy our tickets at the cheapest rate? Thank you in advance for your recommendations.
Hi Nina.
Yes, do contact the group sales desk for each airline that flies your route. 10 people on same flights will qualify for some discount – perhaps up to 10%. The issue is that there way well be sales that wouldn’t occur for some time. So, especially if flexible on dates and/or traveling mid-week, see how the airlines can work with fare sales when booking as a group. In other words, can you wait and then buy for the group when the price drops and if so how do you coordinate that with their group sales people.
Aloha.
Have enjoyed all the information you provide for a newby like myself. Thank you so much for providing so much up to date all about Hawaii information!
I have read so much information, as I am trying to gain as much knowledge possible for my family’s first time ever trip to the Islands in March 2020. We are dedicated Southwest customers and are very excited to have found out that they will begin providing flights to Hawaii among their destinations. There are 6 of us traveling and currently I am unable to obtain any flight schedules from Southwest (or any other airlines) for March 2020. It would be so much appreciated, if you could give me an idea of when you feel these dates will become available to book? I am both excited and nervous – excited because the pricing possibly may decrease but nervous that I may be a little too late in our planning to actually be able to take advantage of the pricing (what’s your opinion) war fare.
We will be traveling from Orlando, FL (MCO) to Maui, HI (OGG). Do you think we will have to book a flight from Orlando to say maybe somewhere in California; and then book another flight from California to Hawaii? Or do you think we will be able to just book a flight from Orlando to Maui? Not sure you actually would know this answer but you seem so knowledgeable and thought I would ask. Are return will be from Oahu, HI to Orlando, FL. When would be the best time to book inter-island flights (from Maui to Oahu)? Should we stay with Southwest for that flight as well?
Are you familiar with Car rental? I wasn’t for sure if you just deal strictly with airline information or not. Looking for car rental recommendations on both those Islands. Having the same issue with car rentals as no booking schedule is available at this time.
Again, thank you for sharing you wealth of information about Hawaii. Looking forward and so excited for our up coming 2020 vacation.
Wanda
Hi Wanda.
First, Southwest currently only books about six months out, whereas other airlines book eleven months out. Southwest will add connecting flights across their network over the next days, weeks and months. Also, we don’t know yet when peak of spring break will be, but generally that happens around March. It is an expensive time to visit Hawaii in terms of airfare and all other expenses.
Hope that is helpful. Stay in touch and we’ll be happy to help further as we can.
Aloha.
If you are looking for a car in Maui Hawaii, I have found that Costco has the best deals. And the car rentals are right next to the airport. I have used this a couple of times. Just go to Costco and pick the airport you want and you can reserve the car just about anytime. I am going in January 2020 and have already reserved a car.
Matt
Hello! I have to fly from LAX to OGG for July 4th weekend. Cheapest I’ve seen the last couple months is a July 4 (Thursday) to July 8 (Monday) flight around $590. With the Southwest release today, I was hoping Southwest would be cheaper and/or other airlines would dip, but that doesn’t appear to be the case right now. Do you think I should just pull the trigger on the $590?
Thank you in advance!!
Hi Anton.
We don’t know when Los Angeles on SWA might be included. That is a very expensive time to visit, and $590 is a good price. Hard to predict unfortunately. Suggest buying.
Aloha.
Aloha
My sons wedding is on Maui Sept 1 2019. We want to fly out from Sacramento August 29th. We have tons of points with Southwest so have been waiting for their flights to Hawaii but I’m getting nervous that flight will sell out once Southwest flights are announced. Do you have any advise on how I should proceed. Should I wait for Southwest or find a good flight on another airline now?
Thank you so much!
Hi Debbie.
Seems reasonable given your dates and location to wait a few more days. We do suspect your dates may be in the first round of sales. So do stay tuned and act quickly. That’s really all that we know at this moment.
Aloha.
Hello,
we’re very flexible with our planning to travel from California to Hawaii
actually we could start from either SFO or LAX or anything around that’s within 10 hrs drive time (we’re on an extended road and haven’t planned the route yet)
We could depart after July 19th and we need to return by August 13th.
I was very happy to read here about the SWA development and as soon as they start their offer I’m expecting significant discounts
But what would be a good price?
ITA Matrix currently shows prices from $418 to $ 463.
Thanks
Michael
Hi Michael.
There should be great deals from the initial SWA gateway cities, so those are the best choices. We will see how fare sales evolve, but perhaps target $300’s for mid-summer dates like yours.
Aloha
Hello,
My wife and I are planning a trip to Lihue, departing from Chicago in early May on Alaska Airlines. We haven’t purchased our tickets yet because with Southwest entering the picture we were hoping that the Alaskan fares will come down. We have a voucher with Alaska and this is why we’re looking at booking our reservation with them. Do we have time to wait or should we book now? Looks like SW won’t be flying to Lihue until summer so maybe that route won’t be discounted at this point anyway. Thank you! Terry G.
Hi Terrance.
May is one of those times you should not need to plan far in advance, unless you are including Memorial Day period. So hang in there just a bit and we’ll all see what is about to happen.
Aloha.
I have a family of 5 traveling to Oahu and Kauai over Dec 19th and returning Jan 3rd. Dates are set due to school schedules. Hotels are already booked, so nervous about when to book. Looking to book R/T from Cleveland to Honolulu and tickets are around $1400 each now. Really hoping to find a lower fare before booking, do you believe the Southwest price wars will affect holiday travel? United or American have the best flights from Cleveland do you believe they will have lower prices as well?
same boat i am in, I always book in february for november travel and never have seen prices like this. not sure what is causing it this year.
Prices still seem the same at this point? Any thought/ or suggestions? Wondering if we should pull the trigger or wait. Not really wanting to pay more, and concerned they will lpñeep going up?
My husband and I are planning a trip to Maui November 5-19, 2019, flying from Portland, Or to OGG. When is the best time to purchase airline tickets? We are planning to fly Hawaiian Airlines. Should we wait for a better price or purchase soon for better seat selection? Thank you.
Hi Stephanie.
Way too soon for best prices (savings to $150 RT). Just watch for our sale updates. Target date to purchase is June on.
Aloha.
Hello, I am moving to the big Island, Hilo side with my family of 5 the first week in August 2019. We are open to flying into either ITO or KOA and driving to Hilo area. I was planning to purchase tickets flying out from Minneapolis, MN. I’m wondering if it makes sense to wait and watch tickets for a couple months, or purchase ASAP. Thank you!
Hi Rose.
$298 to $459 one way during first week. To either Hilo or Kona on multiple airlines. Shortest duration is most money obviously. Not sure it will go down that week by waiting, but probably the following week it will go down somewhat (maybe by up to $100 on short duration flights).
Aloha.
I am very concerned with my travel plans to Maui this November. I am looking to fly to OGG from PDX on 11/22 and prices are well over 1000 dollars per person. I have no flexibility due to my vacation senority at work. Last year I flew out the exact same day and was able to purchase those tickets in February for around 550 each. I understand this is Thanksgiving time, however I thought a week in advance wouldn’t be that bad. Is there any hope these prices are just inflated for the time? I would hate to have to cancel my plans this year.
Aloha! Looking to book our family of 5 from PHX to Maui in October. Would prefer non-stop but if there is a route that made sense to stop over i.e. PHX>SAN or PHX>LAX, that would work too. Any thoughts to maximize value?
Hi Troy.
Time to be looking for that is late spring into summer. Stopovers unless real stopovers are complicated and not really great. If however, you bought something to San Diego, and then San Diego to Maui, it could work out better financially. But then there will be luggage issues, possible second security screening, etc. Close to $600 nonstop, or depending on deals maybe around $400.
Aloha.
Aloha.
Hey!
We are planning to fly to Kona from Denver in late Dec 2019 to early Jan 2020 (over New Years). Looks like the cheapest roundtrip flight we can find is around $780. We’re a family of four. If you have any further insight as to whether or not we should go ahead and book or wait a bit longer, I’d really appreciate it! Thank you.
Hi Elizabeth.
That’s a good price from your dates, if timing/connections work for you. Would suggest buying sooner than later.
Aloha.
I am planning on flying to Honolulu the beginning of Dec 2019. I will be 65 by then. I can leave either from Chicago, IL or Indianapolis, IN. What days are the least expensive to fly and from which airport?
Thank you.
Hi Judie.
Chicago cheaper. Currently about $700RT but should ease to about $550 about three months in advance.
Aloha.
About two years ago, it was rumored Hawaiian Airlines was going to fly out of Philadelphia, Pa. Please tell me, was I hearing things? It would be wonderful not to travel to NYC and its nightmare traffic. We really like HA better than the other options, they just seem much more customer friendly. Thanks for checking this rumor.
Hi Dot.
We have heard Philadelphia mentioned as well, in a list of possible non west coast additions. Nothing more than that. Given how hard it has been to find success with their NYC route and the upcoming Boston route, it doesn’t seem likely that new far away cities will be added in the near future. We could be wrong, but just a gut feeling.
Aloha.
Looking at interisland flights from HNL to Lihue and then Lihue to Kona in October. I’m curious as to the best time to buy these routes as Hawaiian normally has sales for interisland routes throughout the year.
Hi!
I read a lot of great information on here and am very excited for our trip to Hawaii.
We are planning to fly out end of August from Dayton, Cincinnati, or Columbus, to Maui and intend on staying for 10 days. Should we book flights now (I saw some as low around $700) or wait a little longer?
Thank you in advance!
Hi Kaiti.
Yes we see those fares just under $700. Doubtful it can really improve much and there are quick connections at that price too. Suggest buying now.
Aloha.
i was going to book a flight to honolulu in September should i wait to see if the flight prices will go down?
I’m looking to travel in September of 2019 and saw rates from from $636 to $496. I’ve seen lower for September LAST year but wondering if I should bite the bullet and take advantage of the $496 R/T. Thoughts?
I’ve been looking at Oahu for feb and march 2019. I’ve missed some great deals ($286 RT)because I thought the prices would stay since it was 4-5 months prior to the flight. Now it’s gone up and and it seems to be going up everyday. am i doomed? is it still true that booking 6 weeks prior will give you the best deals? I just don’t want to pay for anything more than $400 from socal.
Hi Kristi.
Thank you! Because your dates are high season, spring break, it would probably not be wise to wait any longer. We don’t know what inter-island SWA may or may not have by then. Right side going will probably be best viewing, as you said. Weather-depending of course.
Aloha.
Thanks for all of the great information! My family and I will be traveling to HNL in mid March 2019 (yes, during Spring Break). Leaving from Denver. I’m finding fares ranging for around $875 (including taxes). Should I book now or wait a bit? Not sure how prices will vary as we get closer. Thanks for any advice you can pass along!
Hi Bob.
We do suspect possibility of more flights in future from Denver. But when is anyone’s guess at this point. Hard to predict. That is not a bad price, although we do see the nonstop from $676 depending on day of week, in mid-March. Like that price better. 🙂
Aloha.
Aloha,
We subscribed to BOH when we first started traveling to Maui and have gotten some great airfares with Hawaiian Airlines. We just booked a trip for January on HA at $284 per person R/T from Seattle.
Mahalo,
Frank
Hi Frank.
Much appreciate your letting us know.
Aloha.
what is BOH?