207. Is Flying Southwest Still Worth It? Breaking Down the Changes for Families with Jason Steele episode artwork

EPISODE · Apr 20, 2026 · 49 MIN

207. Is Flying Southwest Still Worth It? Breaking Down the Changes for Families with Jason Steele

from Wonderland on Points | Credit Card Rewards & Budget Travel | Presented by Yahoo! Travel

Big changes keep happening at Southwest Airlines, and if you care about maximizing travel rewards, this episode is a must-listen. We’re joined by points expert Jason Steele to break down new fare structures, what they mean for award travel, and how these updates impact families trying to travel more for less.We also cover how to earn and use Southwest Rapid Rewards points more effectively, how to get the most value from the Companion Pass, and practical tips for navigating boarding, seat selection, and flying with kids. Plus, don’t miss a few lesser-known strategies that can help you save on baggage and get more out of Southwest’s unique policies.Mentioned in this Episode:Travel for Free bookEpisode 47: Southwest Companion Pass Episode 148: Companion Pass Episode MiniRakuten- Mary Ellen (Get 5000 AMEX or Bilt POINTS)Rakuten- Joanna (Get 5000 AMEX or Bilt POINTS)Find Us On Online:Sign Up for the Y! Wonder Travel NewsletterWonderland on Points Youtube ChannelMary Ellen | JoFacebook GroupAffiliate Links:CardpointersComfrt.com 15% OFFHalara (use code "Wonderland" for 10% off)Tobiq 15%Our Favorite Credit CardsOur Favorite Travel NecessitiesWe receive a small commission when you choose to use any of our links to purchase your products or apply for your cards! We SO appreciate when you choose to give back to the podcast in this way!

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207. Is Flying Southwest Still Worth It? Breaking Down the Changes for Families with Jason Steele

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This episode is 49 minutes long.

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This episode was published on April 20, 2026.

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Big changes keep happening at Southwest Airlines, and if you care about maximizing travel rewards, this episode is a must-listen. We’re joined by points expert Jason Steele to break down new fare structures, what they mean for award travel, and how...

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