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Hipmunk, Adam Goldstein and Steve Huffman
The app version of the start-up travel search website Hipmunk is just as clean and easy to use as its online iteration. Enter your departure city, destination, and dates, and it ranks available flights by agony they inflict on passengers. "Agony" is a rubric that balances cost against flight and stopover length—like most casual travelers would do anyway. The iPhone app doesn't yet include hotel search, but, hey, it's free. Read more.