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When you find the cheapest flight that suits your needs, go ahead and book it. One of the things you’ll eventually run into is “oops, that $280 flight is now $320 messages. It will annoy the hell out of you. But that’s just how it is. You might want to check the other aggregators - sometimes you can catch what you just missed on and one and find it on the other.

Since travel is a big industry, there are a lot of shady websites/clubs/etc. that try to get your email address or try to get you subscribed to some service. I’ve never found those very useful for actually finding cheap flighs. The only exception is TravelZoo. I’ve signed up for their weekly Top 20 Travel deals email and I can say I’ve seen some impressive deals there.

Note: The above is mostly for US flights. If you’re looking for International, check out skyscanner.net, momondo.com, and trabber.com (non US).

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