Hawaiian Airlines Deals

2019 Predictions | When Will Southwest Hawaii Flights Start, Pricing & More!

Exciting times. As 2018 draws to a rapid conclusion, it’s time to review 2019 predictions.

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297 thoughts on “2019 Predictions | When Will Southwest Hawaii Flights Start, Pricing & More!”

  1. We are planning a trip for 9 of us to Maui 12/29-1/05/2019. Leaving from Chicago, right now tickets are 1,400. Will they come down in price? I realize this is prime time, but 1,400….

  2. Hi
    Thank you for this website and useful info.
    We are flying from LAX to Maui 8/2 thru 8/12 for a wedding.
    Found non stop on Hawaiian to kahuliui returning on United for $572 rt.

    Wondering if we should wait to see if the competition heats up due to the new aircraft you have mentioned in previous posts.

    What would you recommend? What woukd be considered a fair price?

    1. Hi Monique.

      That’s a really good price for your dates. Suggest you consider buying that now and not looking back as it is hard to predict it getting better.

      Aloha.

  3. Aloha! Very excited to find this website! We are heading to Honolulu the last week of October 2018 to celebrate our 40th anniversary. I’ve just started looking at airfare. Leaving from Tulsa, OK. Airfare seems very high at between $800 and $1,000, especially compared to some prices you have quoted for off-peak travel. Should we wait to buy?

    Thank you so much for this great resource. I look forward to hearing what you suggest.

    1. Hi Debbie.

      Thank you. Tulsa gets down to about $800 and that’s generally as low as it goes. Only alternative is for very long stopovers (adding perhaps 10 hours each way). And that only saves you up to $150. Doubtful it will come down from that. Probably best time to be checking is during summer.

      Aloha.

  4. Hello! Just stumbled across your site. We are looking to go from LAX non stop to Honolulu the 11/8/18 – 11/12/18. I haven’t flown in over a decade, so I have no idea what to expect and when to plan on booking the airfare. Any guidance is greatly appreciated!

    1. Hi Cassandra.

      Target price is low $400’s which isn’t available yet. May take a few months but suggest waiting given your low season, mid-week travel plans.

      Aloha.

  5. Aloha!
    We would like to visit Hawaii (the big island) from Phx Az. on late Sept. 2018 for a week.
    The lowest airline price for HA is $757 round trip. We will be flying Tuesday and returning to Az. on Tuesday.

    My question is.. how long should I wait before I purchase our tickets in hopes that the price may go down even lower?

    Thank You for your time!
    Annie

    1. Hi Annie.

      Yes do wait with target price in $500+ range. Perhaps 2-3 months more. Should work out.

      Aloha.

  6. Hello, looking to travel from SFO to HNL 3/29-4/6/18. Will there be any last minute spring break deals coming soon?

  7. Hi. Looking to book a trip from Portland, OR to Maui in early June. Dates are flexible but cheapest we’re finding right now is about $474 flying Alaska one way and Hawaiian another day. Do you think they will drop anymore if we continue to wait?

  8. Aloha! I love your insights on your site. We try to do annual visits to Hawaii with our family of 5, usually around the 9/22 date and are flexible in traveling weekdays or weekends. So far the cheapest I have seen is $429 pp round trip from Oakland to OGG. Please let me know what you think, should we buy now or wait?

    Thanks!!

    1. Hi Jean.

      We could well see better sales on that route. Best hope though might save you $75 per person. Is that worth it, or is it better for you to be able to lock in your trip? If you’d rather wait, you might see better deals for fall starting in about 90 days.

      Aloha.

  9. Going to OGG from PDX June 2-June 9
    Found a flight on Hawaiian for $617. Do you thing it will be less if we wait?

  10. Aloha Beat of Hawaii!

    My husband, 17 year old son and I are flying out of San Jose CA and traveling to Honolulu 8/7/18 through 8/14/18. I found a round trip non stop (both ways) for a total of $597pp including taxes and fees (not bags) by Hawaiian Air. In your opinion, should I buy now or wait? If yes, is there any advantage to purchasing on a particular week day than a Saturday or Sunday?

    This is an awesome resource. Thank you for making it available!

    Have a great afternoon, Julie. 🙂

    1. Hi Julie.

      Thank you. It’s a fair price but cost will drop by over $100 the following week if you’re flexible. Your week is harder to predict. Thus waiting to buy may or may not help. Weekends are generally more costly. Hope that helps.

      Aloha.

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