On one of our first dates we visited the Bean. It is a great sculpture to see when visiting Chicago.
A fun tour to lean about the city's architecture, and you get to do it on a boat.
If you aren't afraid of heights, the Skydeck is an observatory atop the iconic Willis Tower. The highest observation deck in the United States, Skydeck provides views of the city spanning up to four states and 50 miles on a clear day.
If you are a fan of museums, the Field Museum is our recommended museum to visit.