Deal Alert: Cheap Southwest Flights from $49 or 2,200 Points

Oct 14, 2014

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Southwest Airlines is currently running a winter fare sale, where you can score some cheap flights from $49 each way to many of their destinations.

Southwest is running a winter sale with flights from $49.
Southwest is running a winter sale with flights from $49.

These fares are based on distance, and one-way fares start at only $49, $99, $129 or $149. To take advantage of these cheap fares, you must book by October 16 for travel December 3-17, 2014 and January 6-February 11, 2015.

Here are some examples of $49 fares:

  • From Atlanta, FL to Jacksonville, FL
  • From Austin, TX to New Orleans, LA
  • From Baltimore, MD to Providence, RI
  • From Chicago (Midway), IL to Pittsburgh, PA
  • From Las Vegas, NV to Los Angeles, CA
  • From Phoenix, AZ to Los Angeles, CA

The great thing that in addition to offering cheap airfare, Southwest award redemptions are based on the cash price, so flights using Southwest Rapid Rewards are currently as low as 2,214 points each way, meaning you can book round-trip flights for around 4,500 points, which is a great deal!

Book Phoenix to Los Angeles for $49 each-way.
Book Phoenix to Los Angeles for $49 each-way.

Searching from Phoenix to Los Angeles in December, I was able to find plenty of availability for $49 each-way.

You can also book these same flights for only 2,214 miles each-way!
You can also book these same flights for only 2,214 miles each-way!

You can book those same flights for only 2,214 points each way!

You can book flights from Baltimore (BWI) to Boston for $49 each way.
You can book flights from Baltimore (BWI) to Boston for $49 each way.

Baltimore to Boston is another route offering the same fares of $49 or 2,214 Rapid Rewards points each way.

Southwest is a 1:1 transfer partner of Chase Ultimate Rewards, and you can transfer in increments of 1,000 points, so you can transfer over points from the Chase Sapphire Preferred or Ink Plus.

Another card to consider is the Southwest Rapid Rewards Premier Credit Card, which is offering a sign-up bonus of 40,000 Rapid Rewards points after you spend $1,000 within the first 3 months. If you have a Southwest Companion Pass, you can get even more value out of these flights, since your companion can fly free with you even on award tickets.

If you decide to book these flights with cash and want to maximize your earnings, you can get 3x Membership Rewards points on airfare with the Premier Rewards Gold Card from American Express or 2x Ultimate Rewards on the Chase Sapphire Preferred. Check out this post for more on maximizing airfare purchases.

As a reminder, Southwest offers free changes and cancellations, so even if you’ve already booked travel, you can change for free if the route is on sale  in order to rebook at the lower price and you’ll get a voucher for future use!

Feel free to share below what flights you were able to score!

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