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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. Hi, I’m traveling with my family of four, March 8-13, Los Angeles to Maui (LAX to OGG). I have been seeing tickets priced at $500 each for the last few weeks.

    Trying to figure out if I should buy now or wait. Thanks!

  2. Planning a family trip for 7 from Oakland to Oahu towards the end of June 2018. Round trip on Hawaiian is currently about $650. Should I wait to book? Do you think price will drop?

  3. Hello! My Fiance and I are going to Kauai for our honeymoon from July 4- July 15 2018. Prices right now for flights are around $950. Do you think I should wait for the price drop to (hopefully) happen? Thank you!! 🙂

    1. Hi Corinne.

      One doesn’t normally expect a price drop at one of the most expensive times of year. However next year, with more flights, it is possible. Hard to predict and you didn’t say where you are traveling from.

      Aloha.

  4. Hi! I’m looking for flights from LAX to Kauai for mid-May 2018. With the changes, when should I be looking to pull the trigger on flights? Today they are approx. $570.

    Thanks for all the advice!
    Aloha,
    Gina

  5. We have a family reunion vacation planned for the end of April 2018 to Kauai. We have kids flying from LAX, Las Vegas and Pasco WA. Prices are in the $545 range at LAX, $638 from LV and $792 from Pasco. Shall we wait a few months or do you think these are decent prices?

  6. We have a trip planned for our entire family from June 1 – June 9, 2018. I have been watching flights for several months from Dallas to Honolulu. The flight prices have pretty much stalled in the $900s. This seems to high in my eyes, but I would like be to know your opinions please. Should we continue to wait or will they not get any better? Thank you for you time.

    1. Hi Ryan.

      Friday/Saturday flights are causing it to be more expensive. There are mid $700’s for mid week travel with good connections. About $1,000 for nonstop. Not sure these will improve by waiting for your specific travel dates.

      Aloha.

  7. We are a family of 4 (2 adults, 2 15 year olds) looking to fly out of Phoenix to Maui (OGG) around March 16 or 17 2018. So far, the cheapest flights we have seen are around the $800 mark. Should we book the cheapest flight we can find now, or wait until early next year to see if rates go down? Thank you for all the helpful information!

    1. Hi Carlos.

      Spring break – probably won’t improve. You can wait if you’re flexible but again it isn’t encouraging for those dates.

      Aloha.

  8. Hello husband and young teen will be tracing third week of March until April 1 from Chicago to Hawaii. They want to spend 4 nights in Maui and 6 nights in Kona. The back and forth flights seem hard to manage price and timing. What is best to do round trip to Maui and then look at smaller fights to Kona. And prices are about $1200 per person do you think they will drop?

  9. Thanks so much for the valuable information on airfares. I always book my hotel first, I know I cancel a few days before I arrive. I’ve been checking fares from Chicago since June. I just kept looking. I finally found a website “FlightHub” I would check every day. Finally booked yesterday. Locked in a fare of $750 on American to Kaualui,flying back from Honolulu.
    Thanks again for all the wonderful information. You’re the best

  10. Aloha! My husband and I are planing a trip to The Big Island (KOA) from STL the last week of Feb. 2018. Rates just dropped on United today…….Should I do it now or wait??

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