Our family (my wife and I, 16 year old son, 13 year old son and 10 year old daughter) is excited to be taking its first trip to Disneyworld this December. We've been to Disneyland several times but have never ventured to Florida. After doing quite a bit of research, we've booked seven nights at Port Orleans Riverside from December 15-21 and we're doing the Dining Plan. My question is this: When's a good time to book our airfare? I've been searching Travelocity, Kayak and individual airlines for a couple of months now and the best price I've found for a roundtrip ticket from Portland, Oregon is $444.00 per person. Not having flown to Orlando before I'm wondering if this is a good price. I know people don't have a crystal ball to know what the future holds, but from past experience are these fares likely to go down anytime soon? I don't want to wait too long and have the prices go up, but I'm just curious if people think prices might go down. Any help you can offer regarding the best time to bite the bullet and buy airline tickets would be much appreciated. Thanks for any suggestions you might have!