I would wait for Southwest to open their schedule and then I would wait a couple more weeks after that. I definitely think you will find something good from them. Maybe not $99 O/W, but probably around $129 or 139 O/W. I am also looking for tickets during March. (11-18) to DisneyWorld. I keep checking everyday to see if my dates are open. Granted we will be flying from Houston, but I am pretty sure that they will have several sales. One should include PDX to MCO. Oh, I don't have a problem flying into TPA either. We have done it twice! Since we rent a vehicle anyway, it is only about a hour drive. From MCO, it is about a 25-30 minute drive depending on traffic. Another 30 minutes or so, isn't going to hurt.