Travel Deals

Southwest Winter/Spring Sale: Flights from $39 One Way

a group of airplanes on a runway
Written by Charlie

A new Southwest sale is here that covers travel up through May, 2024 – from $39! This means it is a good time to check existing reservations or book new ones to save!

Want to get some travel booked for winter and spring? Here is a Southwest sale for you and there are several city pairs starting at just $39 one way!

Southwest Sale from $39

Link: Southwest Sale

Southwest Sale Details:

  • 21-day advance purchase required.
  • Purchase from December 5 through December 18, 2023 11:59 p.m. Pacific Time.
  • Continental U.S. travel valid January 3 through May 22, 2024. Travel to/from Hawaii, San Juan, Puerto Rico, and international valid January 9 through May 22, 2024.
  • Travel continental U.S. to international, San Juan, Puerto Rico, and Hawaii blacked out March 12 through March 27, 2024.
    • Travel continental U.S. from international, San Juan, Puerto Rico, and Hawaii blacked out January 16, February 27 through February 28, and March 19 through April 3, 2024.

This sale has quite a span of time, covering winter travel and spring travel! This is a good time to check and see what things look like for any upcoming travel plans.

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.

Featured image is Atlanta, Georgia – April 3, 2019: Southwest Airlines Boeing 737-700 airplanes at Atlanta Airport (ATL) in the United States.

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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.