Chicago Startup: FlyWhim Wants You To Imagine If You Bid On Airfare Like Hotwire

Are you familiar with Hotwire? Most people who travel all the time have either used Hotwire, checked Hotwire or know about Hotwire. They were the first on the hotel booking scene with blind box bidding on hotel rooms. The way it was originally designed to work is hotels would load up their unused inventory, you would see a price and general location but not the hotel name and you could get between 40%-70% off your hotel stay. They would tell you the name of the hotel and the address after you booked.

Hotwire doesn’t quite work like that anymore. Sure they still do blind box bidding but you get the same deals as you’d get with just about any hotel site. For last-minute booking the only app really doing it right is Hotel Tonight, but that’s another story for another day.

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