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If you can wiggle around a bit, fly in early or a day later, you have more roomâespecially if you can fly midweek, which is almost always the cheapest (and least crowded) flights you can get. As for the best time of day to get a bargain, he suggest Wednesday morning at 1AM. Here's why: Now that Iâve narrowed down when I want to travel, I follow a few time-tested rule about when to book. There is a specific time if you want to get inexpensive flights. Buy your ticket on Wednesday at 1 am, just one hour after Tuesday midnight.