We travelled from Portland, Maine to Orlando last August and found the cheapest price was about 8-6 weeks prior to our trip (even cheaper than when the flights opened up). We fly almost exclusively JetBlue now about 4-5 times per year and that is almost always the cheapest time to book for us. Exceptions to that rule for my area would be Feb. vacation, April vacation and Christmas week. It is a gamble though. You will likely have all of the rest of your trip planned and maybe paid for, so you're always fearing that prices will only go up! Good luck!