Powerpoint Slides from Chicago Seminars about Southwest Companion Pass


In October, I had the pleasure of speaking at the Chicago Seminars. My original slot was to speak about Trick Awards, but a last minute cancellation by another speaker had me also speak about the Southwest Companion Pass.

Here are my slides from the presentation, which are another way to consume the information in this post: Southwest 50k Offers Are Back, Leverage Them for $3,142 in Free Flights.

The presentation also contains some of my best tips about Southwest like how to snag the best seats, when Southwest’s ticket prices go up (this is pretty regular in my experience, and much more.

Also see Free Giveaway: $51 Southwest Gift Card.

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  1. Quick question about the companion pass. I did all this fun stuff in 2013 so I have the CP through the end of this year. I originally got a plus business and a premier personal card. Great deal!

    My question is: can I do this again? If so, what is the best/easiest way? Since there are four cards and I have only gotten two so far, can I simply get the other two this year and do it all over again? If I cancel the two I currently have, can I get the bonuses again (do I have to wait any specific amount of time for this)?

    I already have a lot (five) cards with Chase so I am worried that they will not allow me to get two more…Plus I don’t even use the Southwest cards I have (most of my spending goes on the Sapphire Preferred since they have 2x for travel and restaurants, plus I can still transfer those points to Southwest anyway). So I’m worried they would basically say “you have two Southwest cards that you don’t use, why do you need two more???”


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