Million Mile Secrets supports our readers with thousands of hours of research and writing to help you get Big Travel with Small Money. You support us (and you!) by signing-up for credit cards through partner links on our site, which earn us a commission. This keeps our small team employed and working hard for you! Here’s a longer explanation of our Advertising Policy.

The WORST Month to Book Southwest Flights (and Other Secrets to Finding the Best Deals!)

The WORST Month to Book Southwest Flights (and Other Secrets to Finding the Best Deals!)

Go to Travel GalThe WORST Month to Book Southwest Flights (and Other Secrets to Finding the Best Deals!)Million Mile Secrets Team

Lyn writes about flying on Southwest at her blog and has a free guide that walks you step-by-step through how to earn the amazing Southwest Companion Pass.  The Southwest Companion Pass lets 1 person fly nearly free with you for up to 2 years!

I’ve asked Lyn to fill us in on what she’s learned about the best times to fly (and not to fly!) so far this year on Southwest.

Lyn:   Over the last few months, I’ve been tracking the best fares every week on Southwest from more than 30 destinations for my readers.  I post the new fares each Tuesday or Wednesday, because Tuesday tends to be the day of the week when airfares are the lowest.

Not only has this information been helpful to my readers (you can check out my Southwest deals page for this week’s best fares), but by watching fares week by week, I’ve learned a lot about Southwest pricing.  I thought I’d share that information in case it helps you book your spring, summer, and fall Southwest flights.

The WORST Month To Book Southwest Flights And Other Secrets To Finding The Best Deals
Lyn Shares Her Best Tips For When to Book Southwest Flights

Plus, Southwest is notoriously harder to book and compare prices, because they don’t allow their fares to be published on any outside site like Google Flights, Expedia, etc.  You have to go to to check fares and book your flights directly.

Still, I LOVE Southwest!  Here are reasons to consider Southwest for your next flight.

The Worst Month for Booking Southwest Flights This Year

Currently, Southwest will allow bookings through November 3, 2018.  The airline releases new dates for booking every ~6 weeks or so, with the next planned release scheduled for May 31, 2018, for flights through January 6, 2019 (how are we talking about 2019 already?).

So far this year, the ONE month that rarely seems to have any good deals or a decrease in fares is – drumroll pleaseJuly.  No surprise, really, because summer is one of the busiest travel times of the year!

However, every other month, excluding November, which only has 3 days available for booking, has shown some good deals.

When You Should Book Your Southwest Flights

After studying the fare data for a few months, I’ve found that you’ll find the cheapest Southwest fares between ~3 months in advance to no later than 30 days ahead.  The best deals are usually found within this time frame.

The WORST Month To Book Southwest Flights And Other Secrets To Finding The Best Deals
Book Your Southwest Flights Between 3 Months and 30 Days Ahead For The Best Deals

Once the 30-day mark is crossed, nearly all of the low fares go away.  That said, I have had readers tell me they checked the day of travel and found a better fare and rebooked!  So you never know.

Also, if you get too far ahead of the 3-month mark, the deals usually aren’t there yet either.  There are, however, currently some good deals for August through October, though it may only be part of a Southwest sale.

That said, the best time to book your Southwest flight is now.  Because if the price drops, you can cancel your flight and re-book for free!  You’ll get a refund of the fare difference (in the form of a travel credit, valid for a year) or have the difference in points re-deposited into your Southwest account.

Here are 5 tips for how to know when a Southwest sale is a good one, because they have so many!

The Best Cities to Fly From

I’ve also learned there are just some cities that have WAY better fares than others.  Lucky you if you live in one of these top Southwest cities, which continually have low fares to lots of destinations:

  • Atlanta
  • Chicago (Midway)
  • Denver
  • Los Angeles
The WORST Month To Book Southwest Flights And Other Secrets To Finding The Best Deals
Denver Has Tons of Cheap Fares to Cities Across The US on Southwest

Denver is by far the best, and I’m thinking of packing my bags and moving there just to take advantage of all the low fares to places all over the US!  🙂

Join the Cheap Southwest Flights Facebook Group

In addition to my Southwest Deals page updated weekly, you can join Go to Travel Gal’s Cheap Southwest Fares Facebook group where we share great Southwest fares we find with one another, so others migh be able to take advantage, too!

This helps overcome the obstacle of not being able to compare Southwest fares on other sites or get alerts when prices go down.

And remember to follow Million Mile Secrets on Facebook and Twitter so you never miss a deal!

Bottom Line

Finding the cheapest airfare deals on Southwest is easier if you keep these tips in mind:

  • Try to avoid July
  • Book right away, but keep an eye out for fare drops between 3 months and 30 days ahead (you can cancel and re-book without penalty)
  • Fly out of  Atlanta, Chicago, Denver, or Los Angeles!

What tips do you have for booking cheap fares on Southwest?

If you liked this post, why don’t you join the 25,000+ readers who have signed-up to receive free blog posts via email (only 1 email per day!) or in an RSS reader …because then you’ll never miss another update!

Southwest Rapid Rewards® Premier Credit Card

Southwest Rapid Rewards® Premier Credit Card

  • Earn 40,000 points after you spend $1,000 on purchases in the first 3 months your account is open.
  • 6,000 bonus points after your Cardmember anniversary
  • 2 points per $1 spent on Southwest® purchases and Rapid Rewards® Hotel and Car Rental Partner purchases
  • 1 point per $1 spent on all other purchases
  • Earn unlimited points that don't expire as long as your card account is open
  • No foreign transaction fees
  • No blackout dates or seat restrictions, Bags fly free® and no change fees
  • Redeem your points for flights, hotel stays, gift cards, access to events and more

More Info

Editorial Note: We're the Million Mile Secrets team. And we're proud of our content, opinions and analysis, and of our reader's comments. These haven’t been reviewed, approved or endorsed by any of the airlines, hotels, or credit card issuers which we often write about. And that’s just how we like it! :)

Add comment

E-mail is already registered on the site. Please use the Login form or enter another.

You entered an incorrect username or password

Sorry, you must be logged in to post a comment.


by Newest
by Best by Newest by Oldest

I have been watching the July prices for months! They keep going up. There are never any sales from Albany, NY. Do you think July will go down at all? They are a few hundred higher than last year.

Good tips, thanks!

Please add me to your blog. Thanks!

please add me