To help make it easier, KAYAK analyzed flight searches from the US and Canada between November 1, 2014 and October 31, 2015, determining the change in cost for 10 luxury cities when booking from a period of one month to six months before departure.
The data is part of KAYAK's 2016 Travel Hacker Guide, in conjunction with the 10 Luxury for Less Destinations list within the guide.
Keep scrolling to see when it's best to book early and when you can get away with that last-minute trip.