Southwest CEO Says “WEEKS AWAY” From Selling Flights to Hawaii – Here’s How You Can Save HUNDREDS on Your Tickets to the Aloha State

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Southwest CEO Says “WEEKS AWAY” From Selling Flights to Hawaii – Here’s How You Can Save HUNDREDS on Your Tickets to the Aloha State

Joseph HostetlerSouthwest CEO Says “WEEKS AWAY” From Selling Flights to Hawaii – Here’s How You Can Save HUNDREDS on Your Tickets to the Aloha StateMillion Mile Secrets Team

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I’ve never heard language this urgent from the Southwest about their upcoming flights to Hawaii.

We’ve known for a while that Southwest would begin service to Hawaii in Q1 of 2019.  In other words, the worst case scenario would mean you and me waiting until March 31, 2019, to buy a ticket.

But yesterday, CEO Gary Kelly said that Southwest is WEEKS away from selling flights to Hawaii.  In my mind, that indicates less than 2 months.  So folks with the Southwest Companion Pass (literally the best deal in travel) don’t have to wait much longer to start saving hundreds and hundreds on every visit to Hawaii!

If you want to know the moment Southwest begins selling flights to Polynesian utopia, sign up for our email newsletter!  You don’t want to find out after all the best travel dates are taken.

I’ll Be Flying Southwest to Revisit Oahu and Maybe Climb the Haiku Stairs Again

Southwest Unbelievably Close to Hawaii Service

Southwest’s CEO says that once the Federal Aviation Administration gives them the OK, their Hawaii marketing would launch almost immediately.  And actual flights would begin very soon after.

Based on his verbiage, we’ll likely see Southwest selling flights to Hawaii by early February 2019.  Plus, Southwest will offer service between the Hawaiian Islands, so you can hop around for cheap!

And if you’ve got the Southwest Companion Pass or a stash of Chase Ultimate Rewards points, prepare to save in a huge way.

The Companion Pass allows a friend or family member to travel with you for (nearly) free, whenever you travel on Southwest.  Even if you fly to Hawaii 300 times next year, your travel companion can come with you and receive 300 free flights.  And it doesn’t matter if your flight is booked with points or paid for with cash.

Emily and Keith both have the Companion Pass and use it all the time to bring their Sig-Os with them on their adventures.  You can read this post to see how surprisingly easy the Southwest Companion Pass is to earn!

Even for those of us without the Companion Pass, Southwest is likely to be our go-to Hawaii airline.  That’s because Southwest gives everyone 2 free checked bags, as well as free flight changes and cancellations.  Many on our team book free flights by transferring Chase Ultimate Rewards points to Southwest from cards like:

Just opening one of those cards will earn you between $750 and $1,000 in free Southwest flights.

We’re all anxious for these routes to Hawaii.  We’ll let you know when we hear another update!

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Honolulu Board of Water Supply

As a reminder, Haiku Stairs (Oahu, Hawaii) is not open to the public. It is located on watershed property under the management of the Honolulu Board of Water Supply (BWS). There is no legal public access to the stairs from any direction. Those who trespass onto BWS property or onto adjacent properties face citation, fines, community service and/or prison time. Please respect the Aina. Do not trespass.

So author is going to “maybe” climb the Haiku stairs again knowingly its against the law to do so?! Did he know it was illegal to do so the first time but willfully ignored it? Don’t get me wrong, i’m all for any and everybody to come to Hawaii… BUT to disrespect the law and especially the Aina is a total and absolute no no.

i heard this on the radio today. exciting news! unfortunately im over 5/24 so i cant get any of the southwest cards (right?) but excited to finally get to try southwest airlines. 🙂

btw, the fares on hawaiian airlines are usually pricey between hawaiian islands because they dominate inter-island travel so im very shocked and really happy to see competition being introduced there too.