When are you flying to MCO? If you can wait until January to book your flights you should wait until October to apply for 2 SW cards. Why? because if you earn 125K points in one year you earn the companion pass for that year plus the following year. You can apply for the cards in October but you
can't meet the minimum spending requirement until January.
What's a companion pass? Companion Pass (CP) holders get buy one, get one free (not including taxes and fees) on all Southwest Airlines ticket purchases for the year in which you earn the pass and the following calendar year. This pass can be used on purchased tickets and award seats (virtually doubling your airline miles). You can only select one companion; however, you can change that person three times per calendar year.
Here is a good explanation on how to earn the companion pass with 2 cards.
If you can't wait until January, then you can still earn the companion pass which would be good until 12/31/2023. The best way to earn it now is to apply for the Business Performance credit card, 80,000 miles with $5,000 MSR + a personal card 50,000 miles with $1,000 MSR.
For $6,000 MSR + $270 annual fees you'll earn 136,000 miles and the companion pass until 12/23.
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