Aon Center

823 ft. The biggest American project ever to be headed by a woman, Jeanne Gang's skyscraper was named the world's best new building by Emporis when it opened in 2009 (four spots ahead of the Trump Tower across the river). Its most distinguishing feature is its series of undulating balconies, which extend as far as twelve feet from the building's walls, giving the building a surreal "rippling" effect. It uses an unforgettable curtain wall that compliments wavy balconies. Though impressive from any angle, it's best viewed relative to the water — either from a boat tour or the riverwalk over in the Near North.

public park, opened in 2014. There is an ice skating ribbon, which is used for rollerblading in summer, a climbing wall and a 3 acre play garden.

582 ft. Anyone who has seen Adventures in Babysitting should immediately recognize this 1984 building, as its slanted roof (lit up at night) played a very important role in the film's climax. It's a hard building to miss, as it is just across the street from Millennium Park.

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).

A beautiful Art Deco tower covered in dark green terra cotta and adorned with a gold terra cotta leaf at the pinnacle. It is rumored that the architects (the sons of city planner Daniel Burnham) intended the building to resemble a bottle of champagne. It's in great condition today, and can be visited through one of the bars in the lobby of the hotel inside.

Built in 1897 as Chicago's first public library, the building now houses the city's Visitor Information Center, galleries, and exhibit halls. Worth a visit to see the beautiful interior — the ceiling of Preston Bradley Hall includes a 38-foot Tiffany glass dome, and the north wing includes the impressive Grand Army of the Republic Rotunda. Of late, amid various city-approved art and music events, some surprisingly good theater has been performed here.