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Southwest Airlines' Cyber Monday Deal: Score Up to 50% Off Flights!
Published on December 2, 2025, 2:06 AM

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Heads up, awardtrail readers! Southwest is running a Cyber Monday promotion offering up to 50% off base fares. To snag the discount, you'll need to use the promo code 50CYBER when booking directly on Southwest's website by December 4, 2025. The deal applies to flights taking place between January 6 and March 4, 2026.

Why does this matter to you? Well, if you're planning any travel in early 2026, this could be a fantastic way to save some serious cash. Southwest is already known for its reasonable prices and generous policies (like free checked bags!), so a potential 50% discount is definitely worth a look. Don't forget to check if you have a Chase Offer that can be stacked for even MORE savings! And if you already booked a trip in that window, it might be worth checking to see if you can reprice it and save some money. Just remember, it's up to 50% off, so not every flight will have the maximum discount. Happy booking!

Why This Matters for Your Strategy

News in the points-and-miles world moves fast, and promotional changes often have a short window. If this announcement affects a card or program you hold, log into your awardtrail dashboard to check your current benefit usage, bonus progress, and whether a transfer or redemption makes sense right now — before terms change.

As a general rule: transfer points only when you have a specific redemption in mind — transfers are almost always one-way and non-reversible. If you're unsure of the value, check our redemption guides before acting.

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