October in Chicago brings out the city’s most creative, eerie, and vibrant celebrations. From mesmerizing parades to haunting displays, there’s no shortage of excitement for those who love the thrill of Halloween and the arts. Whether you're seeking family-friendly fun, an unforgettable night out, or something a little spookier, the Windy City offers an array of unique events that merge creativity, community, and the supernatural. Get ready to experience Chicago like never before as the streets come alive with seasonal magic.

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Arts in the Dark

If you’re a parade fan, you’ll love this family-friendly show. When the sun sets, the artists put their best work on display. With floats, costumes, and candy, guests won’t be disappointed. Favorites that return year after year include larger-than-life puppets and creative performances from local programs and youth. It’s only fitting that this spectacle takes place at one of the world’s biggest cultural hubs,taking after Mardi Gras and Carnival in their spirit. Be sure to arrive early, as the streets quickly fill with spectators of all ages. 

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Haunted Halsted Halloween Parade

Another parade to check out is the annual Halsted show. This famous LGBTQ neighborhood is home to the must-see Halloween event of the year. With a costume contest being one of the crowning events, even the crowd can get involved to win up to $500. Drag queens ring in the haunted night with their song and dance, perfectly representative of the historic suburb. Locals know that there is even an after-party to attend, including bar crawls and more. 

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Night of 1,000 Jack-O’-Lanterns

For a more tame evening celebrating the supernatural, check out the Chicago Botanical Garden’s Jack-O’-Lantern display. The professionally carved pumpkins show a variety of designs, including album covers, ghost stories of Chicago, and more. Visitors can even learn how to carve like the pros with tutorials available throughout the night, perfect for getting you inspired for your own creation. There are also seasonal snacks and sips to purchase to keep you warm as you meander among the glowing pumpkins in the evening air.

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Haunted Halloween Ball

Nightlife and Halloween collide at one of the most haunted hotels in the world, right in Chicago. This costume party promises to be extra spooky as zombie and vampire staff haunt the ballroom serving you with tricks and treats. With live DJs, photographers, and $2,000 in prizes for the best costumes, it’s guaranteed to be a wickedly good time. Bring your best dance moves and creep on over to this very scary evening.

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Stay the night

As October unfolds, Chicago transforms into a playground of creativity and thrills, offering countless opportunities to experience the city's dynamic cultural scene. Whether you're a fan of eerie elegance, artistic parades, or spirited gatherings, there's something for everyone to enjoy. Embrace the season and take part in the unforgettable energy that defines Halloween in Chicago, where the blend of art, community, and celebration makes for an experience unlike any other. If you’re looking for a place to stay that’s in the center of it all, Hotel EMC2 is ready to make your Chicago trip one to remember for each Halloween to come. 

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Click here to learn more about our art and science-themed hotel.

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