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Top Halloween Activities in Chicago


Corn mazes and cider mills are a mere baby pumpkin step toward bracing the Halloween season—October is for the fearless. Clutch those spiced lattes and check out these activities in the city for your graduation from cute to spooks!

Haunted Tour of Chicago

Ever wonder what sort of skeletons the city’s infrastructure holds? OK, not literal remains! But there are rumors of buildings being haunted, and a tour can give you the insight to what lurks in the Congress Plaza Hotel, Lincoln Park Zoo, the former site of H.H. Holmes’ Murder Castle and other famed sites (allegedly) harboring ghosts.

North Halsted Halloween Parade

Held in the heart of Boystown, the North Halsted Halloween Parade has been ranked one of the 10 Best Halloween Celebrations in the U.S. by Fodor’s Travel. Kicking off on October 31st at 7:30pm is a rowdy procession initiated by a Chicago Thriller flash mob made up of ghouls inspired by the famed music video. They precede drag queens, cosplay, and a competition for best costume.

Music Box of Horrors

Are you up for 24 hours of the scariest cinema the industry has created? Music Box theater believes in you. Starting at noon on October 23rd, brave the theater’s chosen lineup of spine-chilling features. For a break from nail-biting and white-knuckling your armrest—there will be special guests, giveaways, and surprise vendors. Passes allow you to come and go throughout the day!

Arts in the Dark

This family-friendly event celebrates the less gory side of Halloween to highlight the inherent art of the holiday. Featuring large-scale puppets, costumed performers and intricately decorated floats, the parade is made possible thanks to some of Chicago’s most renowned artistic institutions, including Lookingglass Theater Company and the Art Institute of Chicago— to provide an elaborate and surreal experience downtown.

While it’s that time of year to partake in suspense and trickery, once Halloween dies down and you’re still in the market to buy or sell real estate—transparency and reliability is most important. Our team prides on providing that while assisting you in the buying or selling or process. The only surprises will be the fun ones!

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