Available today, October 15. New Alaska Airlines Hawaii deals today from $139 each way with much greater availability. Valid for travel from now until June 2020, depending on route. Offer could end at any time, sale prices are limited in availability, and almost all travel is mid-week. If you’re planning a Hawaii vacation anytime from now until next June, today is a great time to book.
When you fly Alaska you can always bring back pineapple from Hawaii for free.
Here’s how that works. You buy the pineapple (think Hawaii Costco for $2.99). Then one packed box of pineapples (with the normal checked bag size constraints) will be transported free of charge from any Hawaii airport to the US Mainland. We’re bringing them to friends and family on our next trip for sure.
Competition: Hawaiian Airlines deals and Southwest Hawaii deals.
Look for sale prices on Hawaiian Airlines today too. In cases where fares are matched, Hawaiian is now also offering Main Cabin Basic economy in some markets. See our comparison of basic economy to Hawaii offerings across all airlines.
Southwest Hawaii deals. Also check Southwest for sale prices.
Sale fares as of October 15 are limited, and offers could end at any time. Airlines change prices multiple times daily. Do not wait to buy if these work for you, as they could be gone tonight! Fly on 29 routes on sale to four islands from just $139 each way.
Enjoy the perfect Hawaii vacation! Luxuriate under the glorious Hawaiian sun.
Flash Sale | Alaska Airlines Hawaii Deals
Airline: Alaska Airlines. Also check Hawaiian Airlines and Southwest Airlines.
Purchase and Travel dates: Travel from until until June 2020, depending on route, as listed below.
Fares and Availability: Prices listed are the lowest fares each way we found in these markets. Limited availability, not on all dates or flights. Some routes are much more limited than others. That’s why the prices are lower than found elsewhere. These are “saver fares,” have limited or airline assigned seat selection, are last to board, and changes are not permitted outside of the initial 24 hour cancellation policy. Main economy fares are $30-$45 higher. Date range shown indicates the first and the last month when one or more of the fares listed is available in either direction.
Tips: Travel can start either on the US Mainland or in Hawaii. Try looking for one ways and combining two of those into and out of different islands to create your own custom island hopping in Hawaii experience!
How to Book: You cannot call to get these Alaska Airlines Hawaii deals. Online booking only. Additional fees apply to phone reservations. Use flexible date calendar.
Kauai – Alaska Airlines Hawaii Deals
Oakland $139 November to May
Portland $173 November until February
San Diego $169 November until February
San Jose $139 November until May
Seattle $195 November until March
Kona – Alaska Airlines Hawaii Deals
Oakland $139 November until May
Portland $173 November until February
Sacramento $179 November until February
San Diego $169 November until February
San Francisco $169 November until February
San Jose $139 November until June
Seattle $198-$204 November until February
Maui – Alaska Airlines Hawaii Deals
Los Angeles $179 October until March
Oakland $139 November until May
Portland $189 November until March
Sacramento $174-$179 November until January
San Diego $169 November until March
San Francisco $169 November until March
San Jose $139 November until May
Seattle $179 November until March
Honolulu – Alaska Airlines Hawaii Deals
Los Angeles $179 November until March
Oakland $139 November until March
Portland $204 November until June
San Diego $179 November until February
San Francisco $149 January until February
Sacramento $238-$244 October until February
San Jose $139 November until April (limited)
Seattle $194-$204 November until March
Updated October 15, 2019.
Beat of Hawaii photo at Waimea, Oahu.
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Kim says
Hi,
Possibly a silly question but I’ve always wondered, what is a “properly packed” box of pineapples? We want to bring back a few but of course don’t want to pay the crazy prices at the airport. We always stop at Costco so that would be ideal, but we’re just really unsure how they should be packaged.
Thanks for helping out!
Beat of Hawaii says
Hi Kim.
Sorry, but we don’t know exactly how that could be interpreted either. Gut says put them in a box that won’t get crushed in the luggage hold and you should be fine. Let us know how it goes.
Aloha.
Kay-Lee says
Hello,
I have been checking your site daily for the last 6 months and want to thank you for the consistent updates! We are planning a trip to Kauai and Maui from Boston from 3/6 or 3/7 til 3/20 or 3/21. We got the Hawaiian airlines credit card with the one time companion discount for a round trip flight, so we are planning to book a round trip flight from Boston to Honolulu to get the discount and then buy island flights after. Tickets recently went up a week or two ago, but I have been following your page and it seems that they might have new sales as Southwest gets closer to releasing more flights. Do you think it would be best to buy tickets now or wait for a sale? Also, do you think it is worth it to get the extra comfort seats or stick with main basic.
Thanks,
Kay-Lee
Beat of Hawaii says
Hi Kay-Lee.
Thank you. Since you are flying on weekends, it doesn’t seem likely that prices will go down. It is going to cost $800+ RT plus interisland. Southwest won’t have any impact on this route. Thus probably no advantage in waiting. Would highly recommend the extra comfort seats from our personal experience. But then it depends on how stressed you get flying. The extra room really seems to help.
Aloha.
Aloha.
Leyland says
Aloha:
I am fortunate to live in the west coast (San Jose) and can take advantage of cheap flights to Oahu, HI. I booked airfare and hotel to Oahu, HI for the first week in March. A relative wants to join in our trip and he is coming from Chicago MDW. I am not familiar what is “good” airfare from Chicago MDW to HNL. Any suggestions, recommendation and tips are appreciated.
Leyland.
Beat of Hawaii says
Hi Leyland.
$600 or so would be a good target for MDW-HNL. Perhaps wait until December to January to book so long as you are doing mid-week travel.
Aloha.
Linda says
Hello,
I have been watching one way flights from Boston to Kona on February 15-16. When I first began searching, I could have gotten a wonderful deal on American for $339 but I wasn’t sure if we were going directly to Kona so I didn’t book it. Now the prices have increased significantly.
My son is getting married in Kona and has rented a house from 2/18 – 2/25 in Kona. I wanted to fly out a few days earlier to get adjusted to the time difference. We had thought about spending a few days in Honolulu but then realized that it would probably just be best to go directly to Kona.
I did book my flight home on 2/28 with Hawaiian airlines from Honolulu to Boston and got a decent fair, although they did go down after I booked.
Can you suggest which airlines would be best to make the long trip out to Kona and also should I expect any drop in fare? I was hoping to have only one stop on the trip with the least amount of flight time/travel as possible.
Thank you so much for your help and suggestions.
Linda
Beat of Hawaii says
Hi Linda.
The problem is you’re flying on Saturday so that will cost you significantly more. Doubtful it will drop from current mid $500’s one way. If you can go during the week, then the price will be up to $200 less. Take your pick in terms of the airline – they all have good connections and under 15 hour transit times.
Aloha.
Allan M. says
Are there any deals to Hawaii from ORF?
deborah w. says
Hello,
Friends and Family members are planning a trip next year in October 2020, our dates at this time are flexible.
When would be the best time to start looking for lower rates on air travel for the month we have in mind.
Thank you for all the information you provide its very helpful.
Thank you
Debbie
Beat of Hawaii says
Hi Debbie.
Please read this article as it contains the answers to your questions including geographic specifics. https://beatofhawaii.com/the-cheapest-time-to-fly-to-hawaii-is-coming-soon/.
Generally you can expect to find best prices 3 or 4 months in advance.
Aloha.
David K says
Aloha,
I enjoy you insights and flight data. Please advise me the best time and target price for flight from Little Rock, AR to Honolulu from mid December until mid February. My dates are flexible.
Mahalo nui loa,
David K
Beat of Hawaii says
Hi David.
Mid-December puts you into high season unless you plan to leave by 12/10. It you do leave by then, flying mid-week, then it looks like you’ll pay between $750 (2-stops) and $800+ (1-stop). If you leave later, plan to add at least $100 for the departing flight or more, depending on the day.
Aloha.
Ellen says
Hi, always appreciate all of your insights. Do you have any advice about the best time to buy tickets from EWR/JFK to Kona May 18-28, 2020? What’s the best fare we could hope for? Thanks so much! Ellen
Beat of Hawaii says
Hi Ellen.
Best hope is probably high $500’s. Right now, it is pricing at $755 RT (1-stop) on multiple airlines. If it does drop, that could happen about 90 days before departure.
Aloha.
Scott says
Hello –
Thank you for all of the insightful information! We are looking for round trip tickets from SLC to LIH for 5 people January 9 – 16th, 2020. I’ve been watching ticket prices closely, but they appear to be moving higher ($549 RT, 1-2 stops). Should we buy now or will ticket prices come down between now and then?
Truly appreciate your help!
Scott
Beat of Hawaii says
Hi Scott.
If you want to get into very long travel times, price might drop to low $400’s. For anything reasonable, cheapest is going to be low $500’s. That is available now in January, but just not for your specific travel dates. There’s nothing to indicate those won’t come down too, but whether they will of course, we don’t know. It doesn’t appear prices will go higher.
Aloha.
Trina C. says
Hi,
Thank you for all the great information you post. It is so helpful. We are looking for a one way ticket from Maui to SF or SJ in March 2020. This current fare deal only runs to the end of February 2020. Do you think we will see some of those rates in March 2020 anytime soon?
Your help is greatly appreciated!
Thank you,
Trina
Beat of Hawaii says
Hi Trina.
Yes. wait for that. First half of March will see reduced prices, but second half may not due to spring break.
Aloha.