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.
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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.