Chicago Haunts & Hooligans Tour

What you'll do:

We're adding Mobsters to the mix! Organized crime found a home in Chicago in the 1920s: from loansharking to gambling, to prostitution and extortion, to political corruption and murder. Join us as we pop the bottle on those spirits—while our tavern partner pours them—taking you on a ghoulish and grisly tour of Chicago’s haunted gangster hot spots.

Nightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret parlors, underground tunnels, murderous movie theaters, and supernatural speakeasies. Whether you’re a recent transplant to Chicago or have lived among the Windy City’s ‘others’ for years, you’re about to get a haunted history that may leave you with more memories than you dare to retain.

You’ll get a haunting mixture of ghostly stories and ghastly gangsters on this walking tour of the Magnificent Mile in Chicago. Your costumed guide will meet you at the infamous Harry Caray's Italian Steakhouse, once home to the notorious Frank Nitti, who served as Al Capone’s trusted enforcer and eventual successor of the Chicago Outfit.

You will get the chance to purchase your own libations while you hear spooky stories and tales from Chicago’s Gangster past. We will then journey into the night, following the very footsteps of some of the most notorious crime bosses in history. We will make sure you know exactly what might be lurking in the alleyways and drifting up from the depths of the Chicago River!

Why we love it for your party:

• Explore Chicago's nightlife while uncovering its haunted gangster past (Think secret parlors, underground tunnels, murderous movie theaters, and more!)

• Party-friendly spooky vibes (Perfect for birthdays, bachelorettes, or any crew ready to toast to the otherworldly)

• It's a True Crime experience like no other (Forget the corny Netflix documentaries and visit the scene of the crime in person)

About this experience partner:

Learn about what goes bump in the night with this unique Nightly Spirits experience.

We specialize in providing the best and most authentic tours in Chicago. There is a reason we were voted as a top 5 ghost tour in America by USA Today four years in a row, so come experience the best ghost tour in Chicago.

Additional information:

• The purchase of alcohol is not included or required

• This tour is open to all ages until 7:30 pm, when it becomes 18+.

• This is a walking tour that covers a little under a mile in total. We also visit the basement of a historic building, so this tour is not recommended for those with mobility restrictions.

• Tours run in all weather, so please prepare accordingly.