Approx. Time: 1 hours
Activity Level: Easiest
Named for Chicago’s most famous and most infamous mayor, the Richard J. Daley Center anchors the Loop with a masterpiece monument and a monumental courthouse. The “diamond in the rust” of Chicago’s public art, Picasso’s untitled sculpture resembles the head of a woman who looks like an afghan hound who looks like a woman. It’s one of the most controversial and beloved landmarks of the city, unveiled to cheers and jeers in 1967. A rather severe fountain gets a new look each March, when, like the nearby Chicago River, it turns an enchanting shade of Kelly green in honor of St. Patrick’s Day.