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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.

The Adler Planetarium is a must-visit spot for astronomy enthusiasts and those interested in space exploration. Founded by philanthropist Max Adler in 1930, it was the first planetarium built in the Western Hemisphere and remains the oldest. The planetarium boasts three full-size theaters, including the Sky Theater planetarium, where visitors can enjoy various shows and presentations about the night sky. The Sky Theater projector can recreate every aspect and movement of the night sky, giving visitors an incredibly realistic experience. The Definiti Space Theater, an addition made in 1999, comes equipped with a digital full-dome video environment for an immersive experience. Visitors can also enjoy sculptures outside the planetarium, such as the "Man Enters the Cosmos" sundial and a statue of renowned astronomer Nicholas Copernicus. The lobby's dedication plaque is also a work of art, depicting the gods and goddesses that represent each planet, except for Pluto, which had yet to be discovered at the time of the plaque's creation.

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.