Travel Deals

First Southwest Sale of 2020 – Prices Starting at $49 on the Mainland US and $39 for Inter-Hawaii

Written by Charlie

The last Southwest sale of 2019 and the first Southwest sale of 2020 is here! With prices starting from $49 and good for travel through May, it is worth checking out!

Look at this as a double sale – the last Southwest sale of 2019 and the first Southwest sale of 2020! Either way, it is a great time to book new travel at cheaper prices or rebook existing reservations for more savings!

First Southwest Sale of 2020

Link: Southwest Sale

Southwest Sale Details:

  • 14-day advance purchase required for continental U.S. travel; 21-day advance purchase required for San Juan, Puerto Rico.
  • Purchase from December 31, 2019, through January 2, 2020, 11:59 p.m. Pacific Time.
  • Continental U.S. travel valid January 14 through May 20, 2020.
    • Interisland Hawaii travel valid January 21 through May 20, 2020.
    • Travel to/from San Juan, Puerto Rico valid January 21 through March 5, 2020, and April 14 through May 14, 2020.

No black out dates this time! This is nice since this schedule includes things like winter break and spring break. While prices may be higher at those times, at least Southwest isn’t blacking out those dates.

This time around, the cheapest mainland dates are not on the West Coast but from Atlanta to southeast cities. Starting at $49, there are some good city pair deals to find!

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.