Post all SW questions concerns, etc. here...

Wish I could offer advice. This is all so confusing. I’m assuming if we used points to book and cancel after May 28th points will just be returned to our account. I thought if cash was used and it was booked prior to May 28th and cancelled after May 28th, the flight credits would be non expiring but I think I’m incorrect.
Yes in this case the flight credit will expire based on the fare types you purchased and as @focusondisney found it will also be when you purchased it.
 
Possibly a stupid question.

My husband is my companion and he just earned a companion pass too. We have upcoming flights booked so now we need to designate a companion for him and cancel flights for the new companion. I went into our reservations and on a flight that he is designated my companion, the button for him to click "add companion" is there. If I click through, it looks like he can add a companion to that flight (his designated companion's information is already prefilled).

So....can your companion add a companion too?? Pay for 1 flight but have 3 people fly. Seems too good to be true and I would hate for my flight to be canceled somewhere down the line.
 






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