Mud City, the Windy City, the City of the Big Shoulders... If there is one thing we are certain of, it is that Chicago is the birthplace of exceptionally tall buildings. To celebrate the city's ongoing innovations in soaring skyscrapers, Orbitz has illustrated 20 of Chicago’s most iconic sky-high architecture. View the republished content from Orbitz' list complete with an interactive timeline of Chicago's tallest buildings. Home Insurance Building, 1885 - 138 ft.The Home Insurance Building had the honor of being the world's first skyscraper. Completed in 1885, it was designed with a fireproof steel frame, a revolutionary architectural feat at the time. It was demolished in 1931, by which time it had gained two extra floors and an added height of 42 ft. Monadnock Building, 1893 - 197 ft.The Monadnock Building is known for the distinctive architectural split between its north and south halves. The north half, completed in 1891, was built with traditional thick brick walls to support its 16-story height. The south half, completed two years later, is supported by a steel skeleton frame and topped by an ornate copper cornice.
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