We're looking at flights from Newark to Orlando in May too and right now the cheapest we've found is $226/RT. I looked at LaGuardia for the same dates (5/20-5/25) and it's $155/RT!! The times are also better from LGA. The only problem is that my mother doesn't want to leave from there again. Since it's so much more from EWR, however, I think I might just book her out of there and then I would fly out of DC with my daughter and my friend who is coming with us (I live in DC but thought it would be easier to fly with my mom since I'll need help with the baby gear). Flights from DCA are $175, which is really cheap considering it's National Airport, not BWI or Dulles. Hopefully my friend can leave at the times I want to go, otherwise I'll be paying that EWR fare for my mom, me, and an infant fare. Also, we have another friend coming from Boston and her flight is $155, and it's further from Orlando than Newark is!! I'm still waiting to book the Newark flights though, since I've never paid that much to fly to Orlando from there and the last time I went in May it was $160. Usually it's been $180-$200 so I think I'll wait awhile. At any rate, I'm thinking it can't go up any higher!