Southwest Hawaii Flights

Southwest Hawaii Stiffens Competition: 11 New Daily Flights Exposed

Lastest news on Southwest schedules and fares. Some routes continue to have great deals for summer. Find out more in today’s post.

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1,796 thoughts on “Southwest Hawaii Stiffens Competition: 11 New Daily Flights Exposed”

  1. We moved from the Bay Area to Reno and miss the large number of direct flight options to Maui. With 500k people now in the rapidly growing Reno area, we hope that SW will recognize this market for Hawaii flights is under served!

  2. I just found your website and I am very excited to see how much I can save with your suggestions – 19 people is a large group. We are planning a week long trip at the end of April and I am hopeful I can use my Southwest points all the way to HNL. I am preparing myself to fall back on plan B – fly Southwest from OKC to San Jose the day before and fly out on Hawaiian Airlines (same on return). I was wondering if you thought I should try a group rate with Hawaiian Airlines. What are your thoughts? Thank you for your help – I really appreciate what you do for travelers.

    1. Hi Kevin.

      Yes definitely try for a group rate anytime you have 10 or more traveling together. Savings of perhaps 10%. Try multiple airlines.

      Aloha.

  3. Hi! We’re planning a vacation to Hawaii this summer, and your website has become very usedul indeed. Keep up the good work!

    I managed to get what I belive is a really good deal flying San Diego to Kahalui, for $191 per person on July 31st. I now (in the next few months) need to book the flight back to the mainland, and due to an already booked onward journey my options are very limited. We need to fly the morning of August 9th from HNL, arriving at LAX that afternoon. I notice that United have a flight departing at 09:16, which would be perfect as it wouldn’t mean waiting too long at LAX for our next flight which is at around 21:30. Problem is, this flight seems to be very expensive for some reason. There are other flights earlier that morning, but waking up extra early only to wait many hours at LAX is not an attractive proposition, and those flights are not that much cheaper either.

    What do you think the chances are of the price of this, or other similar flights, coming down significantly in price, considering the arrival on SWA next year? And when might be the best time to book?

    Many thanks in advance.

    1. Hi Sam.

      We’d say odds are reasonable. July 31 is a little early for prices to drop. We’ll have the SW factor helping however. If it doesn’t work out, just have plans B and C in mind.

      Aloha.

  4. Thanks for keeping us updated on SW’s entry into the Hawaiian market. SW has been playing it very cagey with information; this is the most definitive potential timetable I have yet seen. I’m looking forward to less expensive inter-island flights, and a less expensive but more extensive selection to the mainland!

  5. Thanks for keeping us up to date! I’ve been checking your website once a day hoping Southwest would get its act together in time for my March trip to Hawaii. I finally caved yesterday and bought Alaskan flights. Oh well – I’ll use the Southwest points for my next trip.

    Aloha!

    1. Hi Scott.

      Good plan. Don’t think we’ll be waiting much longer however to hear from Southwest.

      Aloha.

  6. I’m reporting 2 work Jan21st. The 1st wave of employees in both hnl and ogg are reporting that day. Still no time on 1st flights but the fact that they are moving us, hopefully means something

  7. Aloha! Thank you for your awesome information! I am stressing about our upcoming trip to Oahu. We will be leaving from San Jose in early July. I picked that city based on your recommendation of it being a cheap gateway city and for the fact that both Hawaiian and Southwest (hopefully) fly out of this city. Right now I see flights on Hawaiian (days and times that I want) for $2800 for 4 of us. Do you think it is worthwhile to wait for Southwest’s entry into this market? I am nervous because I don’t want to overspend but at the same time I am nervous because I don’t like not having flights for that portion of our trip? What would you suggest? Please let me know your thoughts! Thanks for any information!

    1. Hi Ash.

      When SW announces, we won’t necessarily see sales for that peak summer season. That isn’t how airlines work. Sales for summer and generally lower prices in all seasons, will arrive with time.

      We’re seeing that route at about $700 RT, and gut feeling is it will come down to $500’s before it is said and done. Not sure what that does to your timing on purchase, but that’s the insight we can offer as of today.

      Aloha.

  8. My wife and I are looking at returning to the Islands for the first time in 25 years during the first week of December 2019. I know it is still a year away but we are looking forward to having Southwest as an option. We are traveling from Pittsburgh to Honolulu and were wondering is it best to fly first to one of the west coast destinations that you mention and look for a deal from there or try and book a package from somewhere closer to us like Chicago? Will Southwest make it less expensive to fly from eastern United States spots to the Islands?

    1. Hi Bill.

      We’ll know soon enough how SWA will handle this. It would seem you can build your trip from Pittsburgh or another nearby location all the way to Hawaii. Stand by for more information soon. Since you’re traveling in low season, don’t stress about booking it soon. Might work better to wait until late summer.

      Aloha.

  9. Thanks for all the great information. I can’t wait to use our SWA points to fly to OGG. I check your website every day, just waiting for the news!

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