This Cheapest Time to Fly to Hawaii features our six-article guide, just updated. Read our new tips on Hawaii vacation deals, the best and worst dates to travel in 2019, when to buy, and what prices to expect during all seasons, including holidays.
This, one of our most popular posts ever, has been read millions of times and has nearly 5 thousand comments and over 61,000 Facebook Likes. You’ll find questions and answers helpful to finding Hawaii vacation deals! Then add your comments and questions.
We are all anxiously awaiting more routes from Southwest Airlines and it could come at any time. Read all the details on Southwest Hawaii flights.
Cheapest Time to Fly to Hawaii – What to Expect Throughout 2019.
Earlier this year we saw Hawaii flights on both United and Alaska for just $99 each way. Southwest outdid that by far with mainland to Hawaii introductory fares of just $49 each way. It doesn’t get any better than that! These could return again so be sure to subscribe to our free email updates and be first to get Hawaii deals.
Great News for Value Hawaii vacations!
Flights to Hawaii remain at inflation adjusted low prices and this is only going to get better – probably a lot better. That’s good news for 2019 Hawaii vacations. Recent and upcoming competition and strong discounting on many routes result in cheaper than expected flights to Hawaii.
The two largest Hawaii air markets – Southern California and Northern California, continue to see improving sale pricing as a shake up in competition is occurring. These will only improve throughout 2019. Since California flights to Hawaii will be highly impacted by Southwest, they should have the best airfares going forward.
Seattle and Portland have have had increased competition as Delta competes head on with Alaska Airlines from the Pacific Northwest. Seattle has benefited most to date with excellent prices on both Delta and United. This is also having a positive effect on the price of flights to Hawaii from Portland.
San Diego and Sacramento saw favorable improvements in prices on flights to Hawaii and there may be new flights from those cities this year. These cities will have flights from Southwest!
Start your Hawaii vacation planning now with our helpful guides below.
Six Articles To Help You Find Hawaii Deals
Cheapest Cities for Hawaii Flights and Costs
Best Time to Visit for Hawaii Deals in 2020
Flights to Hawaii – Updated Costs by Region 2020
Best Airlines for Flights to Hawaii Updated
Questions and Comments.
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E komo mai (Welcome). Mahalo and A Hui Hou!
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Alana says
Hi! We were able to get a great deal on our last flights thanks to your advice! 🙂 I would appreciate your thoughts please on whether to buy now or wait. I’m looking at flights from LAX-OGG around 4/1-4/14. I’m looking to book Hawaiian Airlines round trip or at least one way because I some miles I want to use. I’ve been tracking our usual flight (and others) for a while. For main cabin (not main cabin basic), prices were hovering around $538, then dropped to $458, now up to $478. I’ve never traveled to Hawaii during spring break so not sure if this is a good price. Thank you in advance!
Beat of Hawaii says
Hi Alana.
It’s an unusual competitive environment, so it is hard to say what is good under the circumstances. Normal years you’d expect to pay closer to $700. So the price is good, and thats all we can say at the moment.
Aloha.
Alana says
Thank you for your response!
Sherry D. says
Hello from Arizona. We are looking at flying from Phoenix to Maui at the end of May of next year. Do you think the prices will drop (currently around $450ish)? We flew to Maui this past summer, for about $350 each-we enjoyed Maui so much, we want to visit again. I read in one of your comment sections to wait until about 4-6 months before buying airline tickets. Is that ususally the case? I really enjoy reading the Beat of Hawaii and appreciate all the info. Mahalo, Sherry D.
Beat of Hawaii says
Hi Sherry.
Can’t say for sure but if you’re flying mid-week then probably no harm in waiting until about 3 or 4 months in advance. On the other hand, we don’t see much competitive pressure that would reduce fares by much.
Aloha.
Linda H. says
Hello,
I am looking for a one way flight from Boston – Kona on Feb 15 or 16th. The flights WERE cheaper in September but have gone up and I’m wondering if they will continue to do so or if they will come back down. One way direct ranges from $488 – $650. But this is also our February vacation week.
I have been watching flights between Hawaiian and American and wonder with such a long flight, which would be the best. If I took a night flight, I would have 2 stops vs. one if I traveled in the morning.
Any assistance you can give would be appreciated.
Beat of Hawaii says
Hi Linda.
Saturday/Sunday isn’t going to be cheap but Sunday would be better. No harm in waiting with a target of about $400. How you do it is your personal preference. Whether to divide it up or get the bulk of it over with on one flight. We’d probably opt for the latter.
Aloha.
Linda H. says
Thank you so much for your input! So waiting to book may get me a less expensive flight? I keep getting worried when I see the flights continue to climb in price. Would there be a certain time that you suggest I book by?
Beat of Hawaii says
Hi Linda.
We’d suggest booking 60 days in advance.
Aloha.
Teresa says
Aloha, please give me your advice. We are traveling from Charlotte NC on May 30th to Oahu, then returning from Maui on June 13th. Based on what I read here, our return trip is in peak season. How long should we wait before booking? Should we do it soon since the return trip is in peak season or wait until about 60 days out to see if the prices drop. We plan to use Hawaiian Air miles to get from Oahu to Maui but I have priced it all kind of ways (multi city for all including the interisland leg, round trip from CLT to HNL and with a round trip from HNL to OGG, but none of the ways seem to have an advantage. I’ve even looked at CLT to LAS or SFO and then from there to HNL but it doesn’t save enough to be worth the extra hassle, at least not right now. Our dates are Saturday to Saturday, I know that doesn’t help me. Mahalo for your advice!
Beat of Hawaii says
Hi Teresa.
Your entire trip is in high season given that you are flying out on a Saturday and not mid-week. Suggest buying soon with a target price of about $1,100 RT.
Aloha.
Tonya says
Hello, Any secret to flight deals during Christmas? Our family of four. Arranging everyone’s vacations is a challenge, so we are tied to Dec 26, 2020 thru Jan 3, 2021. SAN, LAX or LGB to HNL. We prefer direct, so no Southwest (yet). I read here we should look to book starting in January. Are we doomed to $900 per person? Should I get a Hawaiian credit card to buy with points? Thank you for your useful website!
Beat of Hawaii says
Hi Tonya.
Yes you are doomed to high prices at the holidays, which from those locations are in that $700+ RT range. Getting flights using points will either be impossible or very costly too.
Aloha.
mary m. says
just snagged a roundy from sacramento to honolulu late feb thru early march for 286, and this is main cabin NOT basic economy. woohoo, thanks to southwest for the competition
Amber says
Hello. We are planning our first family trip to Hawaii next year. (3 adults, 3 kids). Could you give me an idea of best time to go for prices between Sept and Dec? I know they fluctuate, but I am trying to at least narrow down the month. Any advice is appreciated.
Thank you!
Beat of Hawaii says
Hi Amber.
Midweek is always best. Then just stay away from Thanksgiving and return by 1st week of December.
Aloha.
Rene says
Aloha Jeff and Rob,
It is finally that time again when we get to plan our island vacation. We just confirmed a week on Kauai, May 31 – June 7(or 6/9), 2020. We will likely look to extend the trip by a couple of nights since 7 days is never enough, and airfare is usually cheaper on Tuesdays than it is on Sundays. Traveling with 6 adults out of San Jose, Oakland or San Francisco. Currently San Jose has round trip at about $508. When is the latest we should book our flights and what should we expect to pay? In the past, Hawaiian Air has been the best deal for us.
Our trip to Kauai this past November was amazing. Woke up to watching turtles head back into the water after a good night sleep, and monk seals playing before they headed to the beach for a 10 hour nap. Even more amazing was the fact that other folks out prior to sunrise knew they needed to be respectful and maintain enough distance to avoid bothering the turtles and monk seals.
Thanks so much for your website and your feedback. Your content plus other reader comments sure does help one prepare.
Mahalo nui loa
Beat of Hawaii says
Hi Rene.
Thank you! A couple of complications related to your dates. So moreover for next spring, we should see great deals in the bay area to Kauai market and we wouldn’t be surprised to see $99 fares again on occasion, and then $139 with regularity. So back to the problem. May 31 is the end of the holiday week, and that might well preclude deals. Your return date should be okay, but it does pushe up against summer. So while prices should be good, airlines may wait to discount those days. It is hard to predict, but it seems like you should be able to work with a $400 or so target price. Not sure how long you’ll have to wait, but it is likely to work out if you do. Let us know.
Aloha.
Rene says
Got it! Thanks for the info and an estimate for a target price. If I find fares within the $400 range, I will certainly share with you.
One additional question. Many of the return flights include a layover on Maui. What would be the minimum layover to have time to leave the airport and catch some Maui sun? I haven’t been there in over 20 years and can’t remember how far the airport is from everything.
Thanks again for the amazing content on your site. Truly something for everyone.
Mahalo
Beat of Hawaii says
Hi Rene.
Thanks! There is a beach that is walking distance from the terminal if that’s the kind of outing you have in mind.
Aloha.
Cindy G says
Hello! My daugher is on Oahu at UH, and will be coming home to Portland for winter break on 12/21. Alaska is usually our best airline deal, but when is the best time to buy this roundtrip ticket? Should I wait, or will prices just start climbing?
DL says
I have a question or two, looking at your $99.00/person starting January 21, 2020 showing planes arriving on Hawaiian Islands every three days! so if I am only planning to be in Hawaii seven days my question is how often to you have plane departing? Or do I need to plan to depart on day nine?
Do all flights depart from California for the $99.00 fare? extra cost from point A (other location then California) than to point B (California)
mike says
Flying from Sacramento to Kona, Kona to Maui, Maui back to Sacramento (multi flights) in Feb 2020.
The cheapest I have found is $526pp, should I wait or buy now?
thank you in advance…mike
Beat of Hawaii says
Hi Mike.
We do expect more sales for Sacramento. Not sure what your price is comprised of but you’ll probably pay up to $160 trans-Pacific and up to $39 interisland during sales.
Aloha.
Bridgette A says
Hello – Traveling from LAX to HNL 10/3-10/6/19 – Wondering if you suspect low fares within next 2 wks?
Lynn R. says
We are flying to Kona on Feb. 27 and returning to LA on Mar. 6. I have been watching airfares and hoping for a little discount. Is there any possibility of a reduced airfare during that time from any of the airlines that fly there? Most of the discounted flights have ended before February. Please let me know if you think I should wait for the possibility of a lower rate or just book it now.
Beat of Hawaii says
Hi Lynn.
There is a high likelihood of the price coming down if you want. Possibly by as much as $150 RT. Could happen in next several months. Availability will not be an issue.
Aloha.