In this week’s Midweek Mini, we’re breaking down one of the biggest and best deals in the entire world of points and miles — the Southwest Companion Pass. Whether you’re new to travel hacking or already a seasoned Southwest flyer, this episode walks you through exactly how to earn and maximize this incredible perk.

We share two main strategies to earn the pass — the classic two-card combo (personal plus business) and the real-life “no business card” approach — and explain how to time your spending perfectly so your pass lasts nearly two full years. You’ll also hear why this perk is so special for families and frequent travelers, along with a few important warnings about timing your spend before and after January 1.

We also dive into recent and upcoming Southwest changes, from assigned seating and new card perks to controversial snack and accessibility policy updates. Despite the changes, we both agree that if you fly Southwest even a few times a year, this is still one of the most valuable deals you can grab in travel.

If you’ve ever wondered how to earn 135,000 qualifying points the smart way, when to open your cards, or how to make your pass last the longest, this episode has everything you need to know. We’re sharing our own Companion Pass experiences, what worked, what didn’t, and why this deal continues to be one of our all-time favorites for families who love to fly for nearly free.

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