When Should You Book Your Holiday Flights? If you haven't booked your airplane travel for the upcoming holidays, it's not too late. Hotwire's travel expert Kelly Rizzo says you should look to buy tickets 21 days before the actual holiday. That means you haven't missed your window to get to the family for Thanksgiving. Rizzo says you will find the cheapest flights by arriving and departing in the middle of the week. Late-night flights will probably be more affordable than those in the afternoon. You might want to wait to buy Christmas flights too. Rizzo says there are usually great deals on Black Friday and Cyber Monday. Do you wait to buy your plane tickets or do you grab them when you can so flights won't be sold out?
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