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Here are the five best times to book a flight, because the airline pricing algorithm is a sentient being that has studied your behaviour and found it exploitative. I'm Tyler. I'm a former financial advisor and portfolio manager. Now I make financial content for free so you don't have to pay for it. No. 5. Tuesday and Wednesday afternoons. Airlines update fares on Monday nights. Competitors match by Tuesday morning, and the dust settles by Tuesday afternoon into something approaching a rational price. No. 4. Six to eight weeks out for domestic, three to four months for international. Not so close that the algorithm knows you're desperate. Consider this the Goldilocks window, and most people miss it by buying either six months too early in a panic, or six days out, also in a panic. Number three. Early morning fair sales go live overnight, and the people who check their phones at 6:00 am tend to find them. No. 2. Massive pro tip. Search in incognito mode. Always. the airline's website remembers you looked at that flight to Rome twice and has historical data about what that's now worth to you. Open incognito, clear your cookies, and become a deal finding web ghost. No. 1. When you've already decided to go, this is the one not many people talk about. The best time to book a flight is when you've actually committed to the trip. Because the cost of not going, experiences you don't have, the people you don't see, that's A price that never shows up on kayak. Sign up for my free weekly newsletter by clicking the link in my bio, and each week I'll send you over another money playbook that actually works.