Offer a monthly price as well as a single flight price. For us that are loyal and take SW as much as we can it would be nice! I hope to gain my AList shortly, so maybe for AList'ers it is free all the time!!
I do believe though even though I dont see it likely, if you carried on with Wifi free on SW even for a short time, you would have a huge swing of more flyers. Bags and Wifi free, what more could you want??
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