Points Earning Strategies, Points Redeeming, Travel Tips

October 26, 2026

Southwest Companion Pass Changes: What’s New, What’s Ending, and How to Earn One Before the Deadline

Episode Description

The way almost everyone has earned the Southwest Companion Pass is about to disappear, and the window to still do it the old way is closing.

For years, the Companion Pass has been one of the most valuable, and most reachable, perks in points and miles, a buy-one-get-one on nearly every Southwest flight that can be worth thousands of dollars. Then Southwest announced a sweeping overhaul of its Rapid Rewards program, and starting January 1, 2027, the companion pass works on completely different rules. My returning guest, Katie of Katie’s Travel Tricks, has taught people how to earn this pass for years, and she’s here to break down exactly what’s changing and what it means for you.

Katie and I get into why these changes gut the strategy most people have relied on, why Southwest’s own framing of the news is more spin than substance, and the narrow window that still exists this year to earn a companion pass under the old rules, if you act in time. We also take on the bigger question, whether chasing a companion pass still makes sense at all going forward, and what to do instead if it doesn’t. If earning a Southwest Companion Pass has been anywhere on your radar, this is the episode to hear before you make your next move.

Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Don’t miss out! Click here to know more about my comprehensive online program, Points Made Easy.

What You’ll Learn from this Episode

  • Why Southwest’s changes dismantle the welcome-bonus strategy almost everyone has used to earn a companion pass
  • Why the program’s “more ways to earn” framing is more marketing spin than real improvement
  • What’s staying the same for the rest of this year, and the narrow window to still earn a pass the old way
  • The one deadline that matters most right now if you want to qualify before the rules change
  • Why chasing a companion pass under the new rules makes sense for almost no one, and the rare exception
  • What this whole change reveals about the risk of building a travel strategy around a single airline

Featured On the Show

  • Follow Katie’s Travel Tricks on Instagram
  • Visit Katie’s website here
  • Check out the Points for Normal People podcast here
  • Unlocking the Power of Points course
  • Follow me on Instagram
  • Get on the waitlist for the Points Made Easy Course here!
  • If you have any questions or you want me to dive deeper into a specific topic, email me here: podcast@pointmetofirstclass.com

Click here to download the full episode transcript

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Point Me to First Class is the show for professionals and business owners with higher-than-average personal or business expenses, who want to learn to leverage these expenses into credit card points they can spend on travel.

Each week, I share valuable tips, tools, and strategies to help you uplevel your skills earning and redeeming credit card points, so you can expand your travel and expand your experiences.

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