Travel Deals

Southwest Launches the “Obscure Holiday Sale” with One-Way Tickets from $44

Written by Charlie

While regular holidays may be out, Southwest has launched a new sale celebrating “obscure holidays” that works to the end of October with cheap fares. Check it out.

Happy Tuesday which means it is time for a new Southwest sale. Probably my favorite part about these sales, except for the fact that you can always make sure your ticket is the lowest one possible, is how Southwest tries to describe this one. In case you didn’t know, there actually are a ton of obscure holidays – though I don’t think anyone ever travels for them! Still, this new sale is meant to celebrate those obscure holidays and if it means lower fares, I’m all for it!

Southwest Launches the “Obscure Holiday Sale” with One-Way Tickets From $44

Link: Southwest Obscure Holiday Sale

Here are the pertinent details about booking this Southwest sale:

  • Purchase from April 2 through April 11, 2019, 11:59 p.m. in the respective time zone of the originating city.
  • Continental U.S. travel valid April 23 through June 12, 2019, and August 20 through October 31, 2019
  • International travel valid April 23 through May 16, 2019, and August 20 through October 31, 2019.
  • Continental U.S. travel blacked out May 23-24, May 27, August 30, September 2, 2019.
Federal Holiday Travel Days Out, Obscure Holiday Travel In

Yes, of course the real holiday travel days are blacked out! But, Southwest has some other ones for you – like National Superhero Day on April 28 (personally, I think of that has Mother’s Day, but that’s just me!), Frequent Flyer Day on May 1 (I’m good with that!), One-Hit Wonder Day on September 25, and National Taco Day on October 4 (yeah, I’m good with that, too!).

If you want to see a whole list of these obscure holidays, check out this website. Personally, I cannot wait to celebrate National Grilled Cheese Day on April 12! 🙂 Also, would love to see pics of the April 16th holiday of Wear Your Pajamas To Work day. If you do that, make it a pair of airline pajamas! 🙂

The cheapest city pair is, like usual, Long Beach – Las Vegas, but there are a ton more pairs at the $59 price and around that.

southwest obscure holiday sale

Check Your Already-Booked Reservations For Price Difference

So, now is the time to search for your tickets within this sale and see if you have a better price available now than when you had booked it. If the price has dropped, you simply select to change the flight and look at the same dates and flights again. Once you go through and confirm, you will receive a refund of the difference in miles and the cash for the taxes will be transferred for the new ticket.

In 1 Minute, You Can Have Your Points Back!

The whole process takes less than 60 seconds and you could save a lot of money or points! If you had booked your ticket in the past using cash, you will receive a refund in the form of a credit that is usable for 1 year from the time you originally booked the ticket. If you booked it with points, you will receive the points back in your account for the difference.

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About the author


Charlie has been an avid traveler and runner for many years. He has run in marathons around the world for less than it would cost to travel to the next town - all as a result of collecting and using miles and points. Over the years, he has flown hundreds of thousands of miles and collected millions of miles and points.
Now he uses this experience and knowledge to help others through Running with Miles.

1 Comment

  • Why would you only want a one way flight to “get away”? This is the first problem with their marketing of this obscure holiday sale. Second, I checked a flight I want to book, and the lowest is $400. I am not sure if this means roud trip or just one way. However, when I switch it over to one way I clearly see it is well over $100. Add hotel expenses and you can easily get closer to $1000 if you want to stay a week or longer.