Things to Do in Chicago on Halloween If You’re 21+

Chicago is known for its deep-dish pizza, jazz music, and loyal sports fans. It’s also recognized for an amazing party scene, especially during holidays like Halloween. If you’re planning on being in the Chicago area in late October, be prepared to celebrate the spooky season by participating in some fun local events. There are plenty of things to do for Halloween, even if you’re an adult — fill up your fall schedule with some of these terrifyingly exciting events for the 21-and-older crowd.

Haunted Halloween Ball

If you only have time for one Halloween event this year, make it the Haunted Halloween Ball at the Congress Plaza Hotel. This spectacular costume party hosts up to 2,000 guests in its abandoned zombie hotel-themed ballrooms. You can expect some of the best DJs in the business, as well as other popular recording artists. The Haunted Halloween Ball is essentially a nightclub with a Halloween theme — work hard on your costume, as it could win you a $2,000 cash prize.

Haunted Chicago Segway Tour

Pre-game for the Halloween season with a Haunted Chicago Segway Tour. Guests can enjoy a little spook as they visit some of the most infamous haunted destinations in Chicago, such as the former site of Fort Dearborn and more familiar spots like Death Alley. This haunted Chicago event encourages guests to grab a Segway and glide through the city streets as they listen to stories of ghosts that haunt the city to this very day. The tour typically stops by a range of iconic destinations, including some of the most haunted hotels in the city.

Halloween Booze Cruise

The Halloween Booze Cruise sets sail from the Anita Dee II at DuSable Harbor. This yacht party is a major event, providing guests with live DJs, plenty of drinks, costume contests, giveaways, and dancing. Cruise along on the three-story, 140-foot luxury yacht as you take in breathtaking views of some of the most famous landmarks in Chicago from Lake Michigan. The climate-controlled interior decks provide comfort, while the open top deck is available for those who want to socialize while enjoying the cool breeze.

Basement of the Dead

If you enjoy a good scare, stop by one of the best haunted houses in Chicago. Basement of the Dead has been rated the number one scariest haunted house in Chicago and the world by BuzzFeed. From the realistic costumes that perfectly depict the monsters of your nightmares to the frightening backdrops that make you feel like you’re in a real haunted house, every detail has been masterfully created to terrify you from the moment you enter.

Make It a Halloween to Remember

From haunted houses and Segway tours to a booze cruise on Lake Michigan, Chicago has no shortage of grown-up Halloween fun. Whatever you choose, cap off the night at the city’s biggest costume party.

Ready to celebrate? Get your tickets for the Haunted Halloween Ball at the Congress Plaza Hotel.