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Every October, the windy city of Chicago comes alive with terrifying but family-friendly haunted events. From concerts, bar crawls, masquerades to haunted houses, spectacular parades, pumpkin picking, ghost tours, and more. We believe that with us you will find the spookiest and most exciting events making your Halloween fantastic.
If you're dying to get out and about on All Hallow's Eve itself, there's something for everyone In Chicago. Check out the best of Halloween activities and things to do for #Halloween2025 in Chicago.
To the enthusiasts of Chicago, unleash your inner demonish and spooky self at the infamous 28th Annual Haunted Halsted Halloween Parade on October 31st, 2025! This legendary Chicago event is a must-see for anyone who craves a night of wild costumes, infectious energy, and a healthy dose of Halloween spirit. You will witness a dazzling display of floats, fantastic costumes, and chilling performances that will leave you spellbound. From drag queens to kids to pets this annual Boystown event inspires some of the most stunning costumes in Chicago.
Be a part of the 11th Annual Arts in the Dark Halloween Parade on Saturday, October 18th from 6-8 pm on State Street moving south from Lake to Van Buren. Arts in the Dark is sponsored by Barry Callebaut, with Major Support from the Chicago Loop Alliance. It is a dazzling production that delights an audience of 50,000 with unique floats, spectacle puppets and creative performances – all set against the backdrop of historic State Street.
Are you ready to brave the Nightmare on Chicago Street? This annual bash in Elgin, Illinois, transforms the city into a heart-pounding experience crawling with the undead (well, actors playing them!). This year's Nightmare on Chicago Street ensures to be bigger and better than ever, with a brand new zone inspired by the Aztec underworld. There will be electrifying performances, immersive environments, apocalyptic-themed drinks, delectable food options, and a soundtrack that will keep your heart racing.
Experience a night of thrills party-goers at Chicago’s biggest Halloween costume party, Haunted Halloween Ball, on Friday, October 31, 2025 at the Congress Plaza Hotel, classified as one of the most haunted hotels in the world by USA Today! Located on Michigan Avenue by Millennium and Grant Park, the Congress Plaza Hotel will be the backdrop for Chicago’s best Halloween party, the Haunted Halloween Ball.
Cheers to a hauntingly good time aboard the Chicago Halloween Party Cruise: Pier Pressure Black Pearl ! This unique event transforms the Spirit of Chicago into a spooky party destination. You may dance across 4 decks to the sounds of 2 live DJs, with incredible views of the city skyline as your backdrop. This is your chance to mingle with fellow costumed guests, enjoy a thrilling Halloween atmosphere, and create unforgettable memories on Lake Michigan.
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