Chicago Haunted Gangster Pub Tour

We followed in the footsteps of some of the most famous bootleggers in Chicago history! Our haunted gangster pub tour is an experience that you won’t soon forget. We will take you through alleys, basements, around buildings, and show you what it was like to be a Chicago mobster during prohibition. Our stories on this tour explore some of the most famous prohibition era gangster hangouts and establishments. Walk the same path Capone’s enforcer did and catch a glimpse of him in his office! Book your tour today! Spots fill quickly!!

Tour Information

Start your tour at the haunted Harry Caray’s Italian Steakhouse in downtown Chicago, and follow your (mostly undead) guide on a 1.5 mile walking journey exploring the creepy past of one of Chicago’s most famous bootleggers. Tours will last about 2.5-3 hours, meaning we’ll have plenty of time to show you  three or four bars with worthy spirits of their own.

The purchase of drinks is not included or required, so be prepared for some downtime at each bar if you choose not to drink. Keep in mind, you can use this time to hear our guides overshare about their personal lives, which may or may not involve ghosts of their own!

You can join us for the ghosts, or get lured in by the spirits, but either way this is the most unique way to explore Chicago and check out the best Nightly Spirits around town.