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Skyscrapers | Chicago Stories

Skyscrapers

Chicago has long played a starring role in the development of the tall building. In the early days, architects such as Louis Sullivan and Dankmar Adler had to overcome mind-boggling obstacles, including the city’s soggy soil. Today, architects must find new ways to grab attention in a dense and intriguing skyline. Chicago architects, engineers, and developers have always met the challenge. Along the way, the city gave the world the first great works of modernism from master Ludwig Mies van der Rohe, as well as the first supertall buildings from Jeanne Gang, one of the world’s great woman architects. Chicago has led the way in skyscraper design and continues to remain at the forefront.

Rising dramatically from the flat Illinois prairie, the Chicago skyline forms a mountain range made of stone, steel, and glass. Since the late 19th century, architects and engineers have repeatedly taken a seemingly impossible idea and made it a towering reality. “Remember, we’ve got this compact downtown,” architecture critic Lee Bey told Chicago Stories. “So there’s no place to go but up. In order to get high, you have to be inventive.” Each skyscraper has a story, and those stories reveal how each generation of Chicago skyscrapers shaped the next, pushing design and engineering to new heights…literally. The result is one of the world’s most recognizable skylines – diverse in materials and styles, photogenic from every angle, and a testament to Chicago’s enduring role as solid ground for architectural innovation.... Read More

🎉 Congratulations! You know your Chicago skyline!
All 10 skyscrapers are in perfect order from 1,451 ft to 896 ft!
Chicago’s Tallest Buildings
Order from 1st (tallest) to 10th (shortest). Reorder by dragging items or tapping the arrow buttons.
Arrange all 10 buildings, then click Check Order.
Score: - / 10
Skyline Sequence (1st–10th) Heights Hidden

*Architectural height includes spires and permanent features but excludes communication antennas. Source: Skyscraper Center by Council on Vertical Urbanism

10 Unsung Heroes of the Chicago Skyline

Chicago’s skyline is full of famous architectural superstars, but plenty of other towers deserve the spotlight. From Art Deco icons and historic skyscrapers to sleek modern towers, discover 10 Chicago buildings with fascinating stories, striking details, and unexpected connections.

In our opinion, there’s no bad view of the Chicago skyline. Whether it’s looking north from Promontory Point, south from the Lincoln Park Zoo Nature Boardwalk, from a boat on Lake Michigan, or maybe even out the window of an ‘L’ train, our skyline is one of those magical things about Chicago that can stop you in your tracks. What’s your favorite view? Tell us where it is, what you love about it, and share your photos!

Take a walk through Chicago skyscraper history as seen in Chicago Stories: Skyscrapers to get a real-life feel for just how tall Chicago dared to build. The tour starts with a building that broke barriers, passes towers that challenged expectations and gravity, and ends up on the lakefront where an immigrant architect reinvented what a building could look like. Many you’ll recognize, and others you may have walked past a hundred times without knowing their stories. If you’re up for it, this tour is designed for walking, but public transit is always an option. There are two, mile-long stretches between stops, which is a great opportunity to rest, grab something to eat, see other landmarks, or even do a little Michigan Avenue shopping. So go ahead: Look up, and experience Chicago’s miraculous skyline.... Read More

When John H. Johnson set out to build a new headquarters for his growing publishing empire, he knew he wanted a Black architect. For the founder of the Johnson Publishing Company, the parent company of the influential Ebony and Jet magazines, the building itself had to make a statement. But in the late 1960s, finding a licensed Black architect proved to be a challenge. Finding financiers who would back one was even more challenging.... Read More

Before it became a 100-story icon of the Chicago skyline, the Hancock Center had a few growing pains. The supertall skyscraper now officially known by its address, 875 North Michigan Avenue, was a daring feat of engineering that took skyscrapers to the next level. In the middle of construction, an inch-and-a-half sinking of a column revealed issues far larger than the seemingly modest drop. Fortunately for the city and its storied skyline, the architect and engineer behind the behemoth proved equal to the task.... Read More

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Chicago's architecture is world-renowned, and this category showcases some of the most stunning and dramatic structures in the city. From towering skyscrapers to historic landmarks, each building tells a story of Chicago's rich history and vibrant present. Take a journey through the city's impressive skyline and explore the intricate designs, styles, and influences that make Chicago's architecture truly unique.

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The Harvey Public Library in Harvey, Illinois. Photo: Lee Bey
The Harvey Public Library in south suburban Harvey was designed by the Chicago office of the Black-owned architecture firm Moody Nolan. Photo: Lee Bey

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Black people’s contributions to Chicago's historic architectural legacy have been a story less told for too long. Architecture photographer and writer Lee Bey celebrates a few of them around Chicagoland.

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The John Hancock Center, c. 1970. Photo: Chicago History Museum, Hedrich-Blessing collection
The John Hancock Center, c. 1970. Photo: Chicago History Museum, Hedrich-Blessing collection

X Marks the Sky: 50 Years of the John Hancock Center

Before the John Hancock Center, now 875 N. Michigan, was built 50 years ago, the tallest towers in Chicago were the Daley Center and Lake Point Tower. Soon after, the advances of the Hancock led to the Sears Tower and Standard Oil Building. Discover the influence and legacy of this Chicago icon. 

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Title of Chicago's Skyscrapers video

WTTW News Explains: Where Does Chicago Stand in Skyscraper History?

Construction just started at the site where a building called the Chicago Spire was planned more than a decade ago. That tower was to be 2,000 feet high — making it the tallest in North America. But money problems stalled construction in 2008, and the site has instead been home to a big hole in the ground for more than 15 years.

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Exterior of the Rookery

Chicago's Loop: A New Walking Tour

In an area barely ten square blocks, Geoffrey Baer traces the history of the skyscraper in the city where it was born.

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Lead support for Chicago Stories is provided by The Negaunee Foundation.

Major support is provided by the Abra Prentice Foundation, Inc., the TAWANI Foundation, and the Matt and Joyce Walsh Family.

Funding for Chicago Stories: Skyscrapers is provided by Susan H. Schwartz.