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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.

Chicago Jazz Festival invites you to a four-day celebration of jazz featuring world-class artists. The festival is free and open to the public and will take place at Millennium Park, downtown Chicago, the Chicago Cultural Center, and various venues across the city. The Labor Day weekend festival aims to promote all forms of jazz and showcase Chicago's local talent alongside national and international artists. The event seeks to raise awareness and appreciation for one of the city's most beloved art forms. As the only jazz organization in Chicago that offers a wide range of opportunities for artists, both old and new, they provide high-visibility venues for creating and performing new work. They collaborate directly with Chicago Public School teachers to develop programs for their students and professional development for themselves. Additionally, they present the city's most significant artists in their communities, building an audience that crosses racial and geographic boundaries to break through historical barriers that have been obstacles to the evolution of music.

Are you looking for a fun and unique way to explore Chicago? Look no further than The Segway Experience of Chicago. You can rent a Segway and join a guided tour that will take you through some of the city's most iconic architecture and landmarks. During the tour, you'll feel like a kid again as you glide through the streets on your Segway. Experienced and knowledgeable guides will lead you through scenic and historic downtown Chicago and popular destinations such as Grant Park, the Buckingham Fountain, the Museum Campus, and the lakefront. You can join the Riverwalk tour if you prefer to explore the Chicago River. You'll see Navy Pier and famous Chicago bridges, travel up historic Michigan Avenue, and pass by Millennium Park. Whichever tour you choose, The Segway Experience of Chicago guarantees it will be a lifetime memory.