While this says "solved" part of your question seemed to involve why it didn't ask for your KTN, it just asked for your passport information. The reason is (for some reason) the system does not yet automatically add your KTN to an international flight, as it does for domestic flights. You have to call SW to have it added to each ticket. I just booked to Montego Bay a few weeks ago, and their was some type of little pop up that told what to do, when I was purchasing the tickets. Same thing when we went to Belize. I think the new system that is supposed to be up and running sometime soon will probably fix this.
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