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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.

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.

Hawthorne Race Course is a venue that offers both live racing and simulcasting. It is a thoroughbred horse racetrack with a one-mile dirt oval and a seven-furlong turf oval. The homestretch on the main track is 1,320 feet long, making it one of the longest in the country. Founded in 1891, Hawthorne Race Course is the oldest sporting venue in Illinois for horse racing, considered America's original sport. The business is family-owned and operated, now in its 4th generation, and has been hosting racing events on the City's border for over a century. The track is famously known as "Chicago's hometown track." Hawthorne is also the only race course in the nation that hosts both Thoroughbred and Standardbred racing. Additionally, they have the largest network of off-track betting bars in Illinois and offer two PointsBet Sportsbooks and a sportsbook at the track.

The Escape Game Chicago is different from your typical escape room. Unlike small and cramped escape rooms, The Escape Game Chicago offers more extensive and more immersive games that span across multiple rooms. Each room has its unique theme with a set of intriguing puzzles to solve. The games are designed to be enjoyable for the whole family, and you can ask for as many hints as needed to help you solve the puzzles. The Escape Game Chicago's experiences are crafted by experts from various fields, including architects, carpenters, scenic artists, tech experts, and storytellers. They work together to ensure every detail is perfect, aiming to design and deliver epic interactive experiences for every guest. The Escape Game Chicago takes pride in creating surprisingly immersive, story-driven, multi-room adventures that can be enjoyed by everyone, from your best friend to your grandma to your 13-year-old niece.