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 continuing to occur. These will only improve throughout 2020. Since California flights to Hawaii are highly impacted by Southwest, they should have the best airfares going forward.
Seattle and Portland have have had intermittent competition as Delta competes with Alaska Airlines from the Pacific Northwest.
San Diego and Sacramento are seeing significant improvements in prices on flights to Hawaii and there may be new flights from those cities this year. These cities have flights from Southwest!
Start your Hawaii vacation planning now with our helpful guides below.
Six Articles To Help You Find Hawaii Deals
Best Time to Visit for Hawaii Deals in 2020
Flights to Hawaii – Updated Costs by Region 2020
Cheapest Cities for Hawaii Flights and Costs
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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CHRIS M. says
What is cheap for February and things to do on the cheap on Maui ?
liberty e. says
Would like to visit Kauai sometime September after labor day. dates of Sept. 6 to 16, coming from departing from San Francisco returning to Chicago Midway.
Christie S says
My hubby and I are going to Hawaii to celebrate our 25th Anniversary (How did that happen, we are not that old! LOL ) Flying from Detroit to Honolulu, what’s the best airline to look at for Feb, 2021? We would love to do one long day of flying rather than 2 days, and don’t mind a late night return flight on the way home. Any suggestions?
Christie S says
We also would be really happy to leave from TVC instead of Detroit.
Jody O. says
From Jody
We have a family wedding in Maui around Thanksgiving 2020. I have been watching flights and see some rates on American for 786 (most restrictive). Keep hearing about Southwest potential but unsure when they will open November flight sales. Should we buy now? Or wait? There is three of us flying from GRR to OGG. November 17 – December 1 is when we would like to go but have a few days to be flexible. PS: Love your site already. Thank you for all the great info!
Beat of Hawaii says
Hi Jody.
Though time of year to expect the best prices. Right now just under $800 with 1-stop and fast connection.
Not sure those dates or any around them will improve much if at all.
Aloha
Prudence C. says
Aloha I am planning a trip , flexible I think on dates. Aug-sept From Richmond Va to Maui. Any help would be grand thank you in advance
Beat of Hawaii says
Hi Prudence.
Expect to pay $630 or more, depending on connections and duration mostly. You may need to wait a few months to see those prices.
Aloha.
Melissa S. says
aloha,
Would like to take my mom in April 2020 for her 70th Bday.
My dates are flexible, Leaving from NYC to Oahu. When should I purchase tickets?
MAHALO!
Beat of Hawaii says
Hi Melissa.
Suggest flying starting mid-month in April, after spring break. Expect to pay between $470 with a long stop on west coast to $650 nonstop, depending on airline and airport.
Aloha.
Mark says
Attending a wedding on Oahu the last weekend of June. When would be the best time to book a flight? It doesn’t seem to be a economical time of the year to go to Hawaii.
Cassandra says
Hi there;
Looking at Den-LIH in July (7th-19th). Would love direct, but they are around 1025 a ticket. yikes. Any idea what the trends are on this route? We can get there with stops, but it’s still around 900. thanks.
Beat of Hawaii says
Hi Cassandra.
Expensive dates. But, there is a $641 1-stop and quick connection, RT on American right now. Very good price. Don’t think this is going to get better.
Aloha.