2. Chicago
Number of skyscrapers in the city: 116
With over 100 skyscrapers, Chicago has no shortage of tall buildings, with the tallest being the Willis Tower, formerly known as the Sears Tower, once the tallest building in the world.
![chicago, river, sky, sunset, street, blue, office building, illuminated, 2013, horizontal, contemporary, skyline, color image, railroad line, financial district, twilight, reflection, Top 11 US Cities With Most Skyscrapers in 2015](https://imonkey-blog.imgix.net/blog/wp-content/uploads/2015/10/04114656/shutterstock_124318897-750x500.jpg?auto=fortmat&fit=clip&expires=1750032000&width=480&height=320)
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