Valid through October 23:
The Southwest Rapid Rewards Shopping portal is offering 9 points per dollar at Sears and 6 points per dollar at Lands’ End. Based on past experience, I believe the following to be true about buying and using gift cards:
Sears: you will earn points when buying physical gift cards (even though they are sold by Kmart), but you will not earn points for buying eGift cards. You will earn points when using gift cards.
Lands End: you will earn points when buying physical or eGift cards. You will not earn points when using gift cards.
Keep in mind that the above statements are my best guesses based on past experiences. If true, one could do a quick double dip by buying Lands End eGift cards (6X) and then using them at Sears (9X) for a total of 15X. If you have just over $7K worth of stuff to buy at Sears, this technique should get you enough points to get a companion pass good for unlimited flights for the rest of this year and all of next year.
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