Photo: via Wikimedia Commons, CC BY 2.0
A Gothic Revival church built in 1912 provides a contrast to the surrounding bustle.
The Fourth Presbyterian Church of Chicago is one of the largest congregations of the Presbyterian Church (U.S.A.), the largest in the Presbytery of Chicago, located in the Magnificent Mile neighborhood of Chicago, directly across Michigan Avenue from the John Hancock Center.
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Hancock Observatory
360-degree view from the 94th floor. Not quite as high as the Sears Tower Skydeck, but with a better view, and from January to March, an ice-skating rink! For drinks, see the Signature Room below.
Chicago Red Line
Right next to the Water Tower, LUMA is best known for its exhibits on sacred art and architecture, but it occasionally veers into modern art as well, such as an installation of Andy Warhol's silver balloons.
In 1871, when Mrs. O'Leary's cow kicked over the lantern in her barn — or was framed for the act, depending on who you ask — the Gothic Revival spires of Water Tower were only two years old. Today, along with the Pumping Station on the other side of the street, the Water Tower is the last, dream-like symbol of the Old Chicago that disappeared in the Fire. Surrounded by hotels and colossal department stores, it's also the icon of the new city that arose. At night, the Water Tower is lit from within, and it's a memorable sight. Inside, the vintage machinery is long gone (along with the water), and the plain interior is occasionally used as a gallery space.
Known for their inventive, acrobatic shows; their repertory production of "Lookingglass Alice" is a knock-out. It's worth peeking inside even if you don't plan to see a show, though, to check out the insides of the old Pumping Station; unlike the Water Tower, its more famous sibling across the street, there's some interesting old machinery to see.
Contemporary art from around the world. The MCA has a great location and plenty of financial backing, but it's still fighting for recognition in the museum world; while not an upper-tier institution as yet, that has resulted in some interesting exhibitions. There isn't much of a permanent collection, so check what's on before you go. Also, Marisol is the museums' Latin- inspired all day café, that's quickly become a draw in a part of Streeterville, not exactly known for its cuisine.
There is plenty of everybody doing everything at Oak Street Beach. Beyond swimming and sun-tanning, it's one of the city's most popular spots for beach volleyball, and there are concrete paths for cycling and skating. (Do not, however, plan to eat lunch at the overpriced restaurant on the beach.) To get here, cross under Lake Shore Drive through a pedestrian underpass. If the crowds are a bit much, walk a short way south to the smaller, lesser-known beach next to Milton Olive Park (named for a local Medal of Honor recipient).