I am going in October also and flying out of Manchester, NH. I live near Bangor, ME and SWA out of Manchester seems to be the closest non-stop flight available. ( Unless I choose another airline and fly out of Boston......nightmare.) We are traveling with a group of 1st time flyers, a mom and 3 kids w/14 months old......non-stop seems best.
I usually get one of their internet special fares, but I notice that the prices do go up and down on those. When is the best time to get the lowest price? When they first open up the travel dates or later on? Any help on SWA ticket timing buying would be appreciated.