Willis Tower
No surprises here — the Willis Tower is easily the most recognized building in Chicago, and one of the most well-known around the globe. Completed in 1973, it earned the title of tallest building in the world, holding onto that record until 1998. Today it’s still the second-tallest in the United States and is mostly referred to as the Sears Tower by Chicago residents, which was its name until 2009.
Willis Tower, 233 S Wacker Dr, Chicago, IL, USA +1 312 875 0066
Willis Tower | ©Wikipedia
John Hancock Center
The John Hancock Center is often seen as Chicago’s second-tallest tower, even though the Aon Center and the Trump Tower are both taller. It is similar in design and functionality to the Willis Tower, and was even built first, in 1969. Many claim the John Hancock has a better skydeck attraction than the Willis because of its position in River North and close proximity to Lake Michigan, offering better panoramic views of the city.
John Hancock Center, 875 N Michigan Ave, Chicago, IL, USA +1 312 794 7777
John Hancock Center | ©Wikimedia Commons
Chicago Board of Trade Building
At its inception in 1930, the Chicago Board of Trade Building was the tallest building in the city. This soon changed, but it has remained a powerhouse of Chicago architecture and a major feature of the city’s Art Deco legacy. Features include black and white marble and a 30-foot tall statue on its roof of Roman goddess Ceres. It sits at the epicenter of Chicago’s financial district and houses a building population of over 5,000.
Chicago Board of Trade Building, 141 W Jackson Blvd, Chicago, IL, USA +1 312 435 7180
Chicago Board of Trade Building | ©Wikimedia Commons
Merchandise Mart
Like the CBOT above, The Mart also opened in 1930 and broke records as the largest building in the world in terms of surface area, with its four million square feet of floor space. The building is so large that it was assigned its own zip code until 2008 and has a CTA “L” stop directly connected to the interior. It too is representative of Chicago’s popular Art Deco legacy, and is used mostly for wholesale showrooms and office space.
Merchandise Mart, 222 W Merchandise Mart Plaza, Chicago, IL, USA +1 312 527 4141
Merchandise Mart | ©Wikimedia Commons
Marina City
Known affectionately as “the corn cobs” around Chicago, these twin scalloped-edge towers alongside the Chicago River are the original template for mixed-use, high-rise buildings. By offering apartments for rent, condos for purchase and commercial space for hire, multi-faceted skyscrapers began to catch on in the following years. Marina City opened in 1964 and has been a fixture of Chicago architecture ever since.
Marina City, 300 N State St, Chicago, IL, USA +1 312 222 1111
Marina City | ©Wikimedia Commons
Tribune Tower
The iconic Tribune Tower on Michigan Avenue is a haven for the journalism, media and communications industries. The Chicago Tribune began a design competition in 1922, looking for architects to submit ideas for their new home. The first Tribune Tower was destroyed in the Great Chicago Fire of 1871. Today the neo-Gothic building still headquarters the Chicago Tribune as well as Tribune Media and tronc, Inc.
Tribune Tower, 435 N Michigan Ave, Chicago, IL , USA +1 312 222 3994
Tribune Tower | ©Wikimedia Commons
Wrigley Building
Just across Michigan Avenue sits the Wrigley Building, originally built to headquarter the Wrigley Company, and known as Chicago’s first air-conditioned building. The dual-towered skyscraper was opened in 1924 and nods to French Renaissance style. Today dozens of businesses and retail shops call it home and it remains one of the most beloved buildings in Chicago. At night the towers illuminate in floodlights and the two-story clock is visible to all.
Wrigley Building, 400-410 N Michigan Ave, Chicago, IL, USA +1 312 923 8080
The Wrigley Building | ©Wikipedia
Chicago Water Tower
The Water Tower is Chicago’s oldest known building and is the only structure that survived the Great Chicago Fire of 1871. Built in 1869, it sourced clean water from nearby Lake Michigan to use for fighting fires. But today you can visit it as a cultural venue that showcases art and photography exhibits.
Chicago Water Tower, 806 N Michigan Ave, Chicago, IL, USA +1 312 742 0808
Chicago Water Tower | ©Wikimedia Commons
Lake Point Tower
Known for its unique curved shape and unusual position in the Chicago skyline, Lake Point Tower has offered affluent Chicago residents the best of every world since 1968. It exclusively caters to residential needs – packed with restaurant, spa and park amenities whether you rent or buy – and enjoys a rare status as the only skyscraper to be built east of Lake Shore Drive, giving it the absolute best views of Lake Michigan in the city. Famous residents include Sammy Sosa, Joakim Noah and Goldie Hawn.
Lake Point Tower, 505 N Lake Shore Dr, Chicago, IL, USA +1 312 467 0505
Lake Point Tower | ©Wikimedia Commons
Aqua Tower
Opened in 2010, The Aqua Tower is by far the youngest building on this list. But its wave-like exterior sets it apart from any other recent Chicago skyscraper, deserving its inclusion amongst its 20th century counterparts. Its flowing, abstract design was intended to give residents a unique view of the surrounding city and also offer different-sized curved balconies. With Jeanne Gang as lead architect, Aqua is the third-tallest building in the world designed by a woman, and the tallest designed by a woman-led firm.
Aqua Tower | © Julen Iturbe-Ormaetxe/Flickr