The 50 most beautiful buildings in Chicago

We searched Chicago's skyline from the skyscrapers to the side streets (and beyond) to find our favorite examples of the city's architectural excellence

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It's easy to find exemplary architecture in Chicago, whether you're admiring the skyline from Lake Michigan or taking a stroll through the streets of a neighborhood. After a large section of the city burnt to the ground in 1871, architects went to work rebuilding Chicago on a grand scale, erecting classic buildings like the Tribune Tower and the Chicago Cultural Center.


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The architectural innovation hasn't slowed down since, with recent projects like Aqua Tower and the Joe and Rika Mansueto Library cementing Chicago's status as a hotbed of innovative structures. Even the city's historical buildings are being put to new uses, housing stores, bars and restaurants that allow visitors to experience a part of the area's architectural history. We went on a few boat tours, consulted some experts and explored the city to assemble our list of 50 of Chicago's most beautiful buildings.





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