Southwest Airlines Is Running a Massive Sale on Flights — But There's a Catch

Your next flight could cost you less than $50 with Southwest Airlines’ newest sale!

Southwest

We here at DFB are the biggest penny pinchers when it comes to trying to squeeze the value out of every dollar you’re spending on your expensive Disney World trips, even down to how you’re getting there. We’re constantly on the search for gift card hacks, sales for souvenirs, and more. So when we spotted Southwest’s latest sale on flights, we knew this one was going to be big news for those traveling soon.

Southwest’s new fall sale is HERE! Right now, they’re offering flights as cheap as $49 one way to various destinations. But there is a catch — this sale is SUPER limited!

©Southwest Airlines

You only have until September 25th to book these deeply discounted one-way flights. Of course, there are a few restrictions and blackout dates that will apply when looking over the available options; however, if you’re going to be traveling in the near future and are ready to book your flights ASAP, this could be another money saver you weren’t counting on finding.

©Southwest Airlines

We checked out a few of the flights traveling to Orlando from various cities and saw some of the cheapest cities to fly to Orlando were Baltimore/Washington, Nashville, Buffalo/Niagara Falls, Providence, Washington D.C., New Orleans, and Hartford/Springfield.

©Southwest Airlines

If you’re looking to take advantage of this new offer, here’s what you’ll need to know before booking these flights.

These fares must be booked for travel with a 21-day advance purchase.
This deal is only valid for fares purchased through Southwest by September 25th at 11:59 p.m. Pacific Time.
Continental U.S. travel and continental U.S. travel to and from Hawaii, international, and San Juan, PR valid on between October 14th, 2025 and March 4th, 2026.
Inter-island HI travel valid October 14th through November 18th.
Continental U.S. travel blacked out on the following dates: November 21st-26th, November 29th and 30th, December 19th and 20th, December 26th- 29th, January 2nd-4th, 2025, and February 16th.
Continental U.S. travel to Hawaii, international, and San Juan, PR blacked out November 20th-24th, December 18th- January 6th, 2026, and February 12th-16th, 2026.
Continental U.S. travel from Hawaii, international, and San Juan, PR blacked out November 28th- December 2nd, December 18th- January 6th, 2026, and February 20th- 22nd, 2026.
Fares are nonrefundable. Seats, travel days, and markets are limited. Fares valid on nonstop service where indicated; if not indicated, fares are valid on single connecting service.
Points bookings do not include government fees from $5.60 per one-way flight and additional fees may apply.

Southwest Airlines

If you’re thinking of making that fall trip you’ve been on the fence about, or are just looking for the best fares to get you to and from on your travels, this could be the sale you’ve been waiting for! If you’re looking to book Southwest flights on this sale, be sure you’re booking soon to avoid cutting it too close to the deadline.

We’re always on the lookout for the best sales and travel tips to help save your money (and sanity) for your next Disney World vacation. Be sure to check back in with us for the latest!