New Southwest Sale For Travel Into Late October – From $40

Written by Charlie

A new Southwest sale is here that stretches into late October! That means it is a great time to check out the sale fares from just $40 for the next several months and get some place warm, see family, or just check out a new city for cheap!

A Tuesday is here so we have a new Southwest sale! Southwest has been allowing these sales to stretch out a couple of weeks at a time lately so this one will run for about the next 10 days. That gives you a little time to get your calendar together and plan your next vacations!

A New Southwest Sale For Travel Into Late October

Yeah, you can actually pay less than the $49 Southwest advertises!

Link: Southwest Sale Here

Southwest Sale Details:

  • Book by 5/3
  • 21-day advance purchase required
  • Domestic travel blacked out May 24-25, May 28, August 31 and September 3, 2018.
  • Domestic travel valid 5/8/18 – 6/13/18 and 8/21/18 – 10/31/18
    • Travel to/from San Juan, Puerto Rico valid 9/5/18 – 10/31/18
    • International travel valid 8/21/18 – 10/31/18

As you can see, that summer sized hole of June 14 – August 20 is still here. That means you will pay higher prices for travel during that period but that is certainly not a surprise as that is one of the busier, nicer times to travel of the year.

But, do not skip over those dates either! I looked and found that some of the sale prices existed on those dates as well so do browse around a bit.

southwest sale

Check out an example of Pittsburgh to Fort Lauderdale for under $50 one way! I know, with that kind of weather you in Pittsburgh have had this year, you may not want to think about a return ticket right now! 🙂

Of course, there are some great prices out on the West Coast as well if you want to pop around and take advantage of some of the beauty that is out there.

Rochester Is Blocked – AGAIN!

This is kind of ridiculous! My hometown of Rochester, NY has been on a pretty small blocked list from these sales over the last few months and only came off for the last one briefly. They typically throw another city on there as well (fluctuates between Portland and Albany) but Rochester is the mainstay.

I am honestly puzzled as to why Southwest would feel the need to call it out and block it like that. Just don’t include sale prices for it! I know they are going through a major airport remodel but many airports are so that shouldn’t be doing anything. Maybe they don’t want people flying to Rochester just to check out the dancing ramp agent? 🙂

Book With Southwest Points For Good Value

With point prices starting from only 1,300+ for the cheapest city pair, you can get a great value in your points. The cheapest tickets can give you a point value of over cents per point – very good for Southwest! So, while you check out the cash prices, don’t forget to look at point costs as well.

By booking the cheapest tickets, you can get some insane value out the best Southwest card offers! See how you could get over $1,300 in value from a single Southwest card offer!

Don’t forget to check your current reservations, thanks to the friendly Southwest cancellation and change policy!

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.

Also, do not take the blackout dates as being firm either! So, make sure you poke around and see what the true prices are for your desired travel.

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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.


  • Hi Charlie, I’ll be flying with Southwest on Friday and I’m bring my mom. I fly them all the time but she is nervous about whether the plane’s engines/fan blades will have been inspected by then. Is there a way to confirm this?

    • Sorry I didn’t get back sooner. I know they cancelled a bunch of flights to perform checks so I would say it is a fairly safe bet that any planes in the air are ones that Southwest feels confident in flying. Have fun!