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Prepare to kick off America's holiday season in style at The Wintrust Magnificent Mile Lights Festival. This mile-long festival has attracted over a million visitors daily for more than 32 years now. The festival's nighttime parade on Michigan Avenue is the largest in the United States, featuring Mickey and Minnie Mouse from The Walt Disney World Resort leading the way. The event boasts an impressive lineup of fantastic floats, giant helium balloons, marching bands, celebrities, musical performances, Santa Claus, fireworks, and more. The parade illuminates over a million lights on 200+ trees along The Avenue, creating a truly awe-inspiring sight.

Embark on a journey back in time to the days of infamous mobsters like Al Capone, Bugs Moran, and John Dillinger with Untouchable Tours. This unique experience takes patrons to various famous areas in Chicago where notorious gangsters would hang out during the days of Prohibition. During the tour, you'll return to Prohibition-era Chicago and visit the hotspots where Al Capone and his allies and enemies became famous. The guides are actors who adopt the persona of a 1920s gangster and accurately recount the crimes and activities in Chicago during the 1920s and '30s. You'll hear about the exploits of Capone, Moran, Dillinger, and other notorious gangsters. Some sites included are the St. Valentine's Day Massacre, the Biograph Theatre, and Holy Name Cathedral. The tour is educational and highly entertaining, and you even have the chance to win prizes at the end.

The Steppenwolf Theatre Company is a prestigious theater situated in Chicago. It was established in the early 1980s by Gary Sinise, Terry Kinney, and Jeff Perry. The theater has staged numerous timeless plays such as "Grease," "The Glass Menagerie," "Orphans," and "The Grapes of Wrath," to name a few. The Steppenwolf Theatre Company is widely known for its exceptional performances. It has received numerous prestigious awards, including the Tony Award for Regional Theatre Excellence and the National Medal of Arts. Additionally, the company's apprenticeship program is recognized as one of the Top 10 Internships in America by the career website Vault.com. If you are a theatre fan, visit the Steppenwolf Theatre Company for an unforgettable live entertainment experience.

Experience the rich history, art, and architecture of Glessner House by taking a journey back in time. The cultural center and museum are renowned for their innovative design and offer a unique collection of cultural arts from the late 1800s to the present. It is home to original artifacts and is steeped in family history, making it a one-of-a-kind experience. Engage in immersive tours, educational programs, and engaging events that take you through the past, connecting you to the power of design and cultural arts. Explore one of the most innovative residences built in the 19th Century. Discover the restored rooms and their original furnishings. Additionally, Glessner House offers rental opportunities, making it an ideal venue for corporate events and memorable gatherings.