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Top 5 Cities in the United States: Readers' Choice Awards 2014

Condé Nast Traveler Logo By CNT Editors of Condé Nast Traveler | Slide 1 of 5: Readers' Rating: 81.131You could spend your entire trip to the Windy City eating Chicago-style hot dogs and deep dish pizza while admiring the local architecture from different angles, but that's for novices. Take a break with a cocktail and a bowl of Bookbinder fish soup at the Cape Cod in the Drake Hotel for old-school Chicago.You should also dare to swim in the lake if the weather is temperate. Finally, get a messy-but-delicious Italian beef sandwich at Mr. Beef on Orleans Street.

5. Chicago, IL

Readers' Rating: 81.13 You could spend your entire trip to the Windy City eating Chicago-style hot dogs and deep dish pizza while admiring the local architecture from different angles, but that's for novices. Take a break with a cocktail and a bowl of Bookbinder fish soup at the Cape Cod in the Drake Hotel for old-school Chicago. You should also dare to swim in the lake if the weather is temperate. Finally, get a messy-but-delicious Italian beef sandwich at Mr. Beef on Orleans Street. BING: WHY IS CHICAGO CALLED THE "WINDY CITY"?

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