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The Empty Bottle sounds like an excellent spot to catch some live music. They offer affordable drinks, reasonable cover, and a fun crowd. It's interesting to note that the bar started as a cat-filled hole-in-the-wall in 1992 but later moved two blocks up the street to a slightly larger and better-equipped venue. They've been putting on great shows for the past 20 years and have managed to maintain their success thanks to their low prices, lack of attitude, and loyal customer base.

Chicago is renowned worldwide for its architecture, and the Chicago Architecture Foundation offers a variety of tours to showcase some of the city's most exceptional buildings. With walking, bus, and boat tours available, visitors can explore the downtown area or one of the city's many charming neighborhoods. Expert docents will guide you and share the stories behind the buildings, whether you visit iconic skyscrapers, elegant hotels, or legendary houses designed by Frank Lloyd Wright. With dozens of tours, you may need help selecting just one.

If you're a fan of Shakespeare, you should attend the Chicago Shakespeare Theater on Navy Pier. This professional theater company was founded in 1986 by Barbara Gaines and is the third largest in the Midwest. They produce works from the Shakespeare canon and other theatrical performances, with over six hundred performances annually at the Courtyard Theater and the Upstairs space. The theater has won numerous awards, including 36 Joseph Jefferson Awards, three Laurence Olivier Awards, and a Regional Theatre Tony Award. The theater also has a family series for younger audiences and special student pricing.