Discover Chicago's Highlights: Things to Do in the Windy City

07 Steppenwolf Theatre

Perhaps the most famous attraction in Chicago's arts scene, Steppenwolf Theatre has housed many well-known productions, including August: Osage County and The Grapes of Wrath. As of 2023, the theatre's performances had amassed 12 Tony Awards and a National Medal of Arts. Actors who've graced the theatre's stage include John Malkovich, Gary Sinise, and Laurie Metcalf.