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If you want a unique entertainment experience in Chicago, consider visiting the historic Chicago Theatre. The theatre has been restored to its former glory and is now a popular venue for concerts and shows. It features a French Baroque design, crystal chandeliers, ornate artwork, and other decadent details. The iconic marquee of the theatre symbolizes the city and has been featured in countless works of art, photography, television shows, and movies. Apart from its rich history and stunning architecture, the Chicago Theatre is also a famous venue for live performances. It has hosted various events, including stage plays, magic shows, stand-up comedy, and musical acts. Many favorite artists have performed on its stage, including Frank Sinatra, Dolly Parton, Prince, and Kanye West, to name just a few.

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.