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Photo: via Wikimedia Commons, CC BY-SA 3.0
One of the premier museums in the U.S. — and with the opening of the sensational new Modern Wing, it's one of the largest, too. Set aside a whole day and arrive early! Iconic pieces on display include "American Gothic" by Grant Wood (the stoic farm couple), "Nighthawks" by Edward Hopper (the late-night diner), Georges Seurat's pointillist masterpiece "Sunday Afternoon on the Island of La Grande Jatte". The Art Institute also boasts the world's best collection of Impressionist painting outside of France. But there's a lot more to discover, including a great selection of early 20th-century painting, architecture, and photography, as well as archaeological finds covering 5,000 years of art and cultural history.
The Art Institute of Chicago is a private, nonprofit art museum in Grant Park, Chicago, Illinois, United States.
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Home of Chicago's renowned orchestra; they spend a lot of time on the road, though, so visiting orchestras and stately jazz concerts can also be found here, as can the occasional curveball like a silent film.
Runs numerous river cruises and themed architecture walks covering the Loop and other parts of the city, with offerings suitable for general audiences and people with specific interests. There are some small, informative exhibits inside their 224 S Michigan headquarters and a gift shop. Walking tours are usually $15, $12 for students/seniors.
Adler & Sullivan, 1882
Louis Sullivan was only a draftsman at the time this was built, but there are some interesting designs nestled into expressive façade and the classic, powerful masonry walls.
Van Osdel, 1877
Designed by John Mills van Osdel, the city's first accredited architect after the Chicago Fire, this four-story building is one of the oldest in the Loop. The two bottom floors were remodeled by Louis Sullivan in 1896, adding some interesting cast-iron designs for its use as a department store.
Beman, 1885
A Michigan Avenue charmer built in 1884-85 whose worn stone walls looks even older. Even though few artists could afford to keep studios on Michigan Avenue these days, it still has a creative air, thanks to the fanciful carvings on the walls.
Long before it opened, Millennium Park had become notorious for delays and cost-overruns, missing its titular date by a wide margin. However, when it was finally finished in 2004, the biggest shock of all came when it turned out to be quite nice. Aside from plenty of grass and open space, it has modern sculptures in steel and glass, including Chicago's newest must-photo for visitors, The Bean (properly known as Cloud Gate), and the Frank Gehry-designed Pritzker Pavilion for outdoor concerts. Kids will love getting wet in the Crown Fountain (mid-April to the end of summer) at Michigan and Monroe, in which the giant projected faces of Chicago residents spit water into a shallow reflecting pool where everyone is welcome to splash around. Look for tents offering guides to the park near the entrances at Randolph and/or Washington. From mid-November to early March there is an ice skating rink open to the public (weather permitting) on Michigan Avenue between Washington and Madison Streets. The McCormick Tribune Ice Rink opens at noon on weekdays and 10AM on Saturdays and Sundays with free admission (skate rental is $12, locker rental is $1).