When booking your vacation, clear your cookies and search history before searching for the best deals. Travel sites and airline companies monitor your internet history, so if you’re constantly searching for the best deal, they’ll actually change the price for you specifically, which isn’t always a good thing!
Also, be sure to book flights Tuesday-Thursday. Airlines know you’re thinking of vacations on the weekends and the dreaded first day back at work (#Mondaze) so they increase the prices. On Tuesday is when individual airlines typically start sales or change their prices in general, so the few days to follow is when the other airlines shift their prices to meet or beat them.