Chicago, IL

Chicago Halloween Happenings for Adults

Natalie Frank, Ph.D.

While Halloween may seem like a kids holiday, there are plenty of things in Chicago that adults can do for fun as well.

While many people consider Halloween a children’s holiday with the adults relegated to home, giving out the candy, in Chicago there are plenty of events for adults to enjoy as well. Chicago is known for celebrating big, especially in the fall season as a last hurrah of sorts before the long, cold winter sets in. From themed pop-up bars, to cruises to costume parties and contests, Chicago has something for everyone.

Jack’s Pumpkin Pop-Up on Goose Island

While all ages are welcome to this month-long celebration, this larger than life, multisensory experience is great for adults looking for Halloween themed night out. The Pumpkin Pop-Up stretches for over two on Goose Island. acres and can be found

on Goose Island. Get lost with friends or that special someone in Chicago’s largest corn maze. Take part in the outdoor pumpkin-themed party with dozens of themed Instagramable moments. There are carnival games, food trucks, axe throwing matches, fortune tellers, a huge pumpkin patch and three full-service bars. Make sure to stay for the lights display. The pop is open rain or shine through October 31st. Get tickets here.

Adult Halloween Party with Just Ask Robin at Much More Studios

Fri, Oct 29, 2021, 8:00 PM & Sat, Oct 30, 2021, 12:00 AM CDT

Get your tickets to Friday and Saturday Adult Halloween Party and come out to party with your friends. Loosen up with a free drink upon entry from Bar2U. There will be great food, good food, Live Music by DJ MoneyMan. Be sure to wear your best costume because cash prizes will be awarded.

Chicago: Gangsters, Ghosts, and Haunted Hotels Segway Tour

Join a live tour guide for a two-hour tour of some of the most ghoulish murders, disasters, ghastly ghosts and gangsters and visit some of the most haunted places in Chicago. What could be a more perfect was to celebrate Halloween? Hear true ghost stories and take in the locations of some of the most horrifying events occurred. Check out Al Capone’s haunted yacht. Head to Death Alley where the Iroquois Theatre fire killed over 600 people. Travel along the Chicago River to see where the worst maritime disaster in Chicago’s history occurred, with 800 people lost. Glide along River Walk to take in the site of the Fort Dearborn Massacre. You definitely don’t want to miss the Michigan Avenue Hotel, said to be the most haunted place in the city. Hear stories of countless unexplained deaths and learn about the self-playing piano.

TILT Terror Nights at 360 CHICAGO Observation Deck

In daylight Chicago’s TILT attraction, which tilts you 1030 feet above Chicago with clear views straight down, is thrilling. But for this Halloween event which lasts all month, you will have the chance to do it after dark. Tilt out over Michigan Ave. looking down, then start to revolve in a circle around the building. For this event you get a longer ride and faster spin. They’ll also have Halloween themed cocktails available.

Halloween Boo Cruise Sat, October 30, 20217:00 PM – 11:00 PM CDT

Take a spooky trip on the Chicago waterways, as this 21 and over haunted party boat winds it’s way down the Chicago river and into Lake Michigan. The organizers promise ghosts, werewolves, goblins and vampires to party among. There will be two levels of dancing and music with cash bars on each (cash or credit accepted). Wear a costume or not, whatever is your preference.

  • Tickets include:
  • Boat Admission
  • Access to Photographers and Videographers
  • All night Dj’s
  • After Party at Roots Rooftop which includes 10 percent off your bill, pizza by the slice and $7 Tanteo Tequila

Rooftop Asylum Halloween Party at I|O Godfrey on Saturday, October 30th from 8pm -2am

Visit this fourth-floor rooftop establishment which has gone mad for Halloween and transformed into an asylum. There will be frightening performances and scary surprises through the night which you can experience from a table or one of nine specially decorated haunted igloo each with a different Halloween related theme. Enjoy Halloween dishes and cocktails, created special for the night.

Watch the goings on from 2019 (Note: Social distancing will be in place this year).

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Chicago, IL
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