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The Steppenwolf Theatre Company is a prestigious theater situated in Chicago. It was established in the early 1980s by Gary Sinise, Terry Kinney, and Jeff Perry. The theater has staged numerous timeless plays such as "Grease," "The Glass Menagerie," "Orphans," and "The Grapes of Wrath," to name a few. The Steppenwolf Theatre Company is widely known for its exceptional performances. It has received numerous prestigious awards, including the Tony Award for Regional Theatre Excellence and the National Medal of Arts. Additionally, the company's apprenticeship program is recognized as one of the Top 10 Internships in America by the career website Vault.com. If you are a theatre fan, visit the Steppenwolf Theatre Company for an unforgettable live entertainment experience.

If you're a fan of blues music, you will want to attend Buddy Guy's Legends in Chicago. This iconic blues bar is owned by the legendary blues musician Buddy Guy himself, and it's one of the best places in the country to catch a live blues performance. Over the years, some of the biggest names in music have graced the stage at Buddy Guy's Legends, including Van Morrison, Bo Diddley, The Rolling Stones, Lou Rawls, ZZ Top, John Mayer, Stevie Ray Vaughan, and many more. It's a must-visit spot for music lovers visiting Chicago.