Chicago Haunts and Hooligans Tour

Discover Chicago’s notorious past on the Haunts and Hooligans Tour. Explore the city’s Prohibition Era haunts, where gangsters like Al Capone once roamed. Enjoy scandalous tales of bootlegging and violence as you visit historic establishments and enjoy drinks. With a local guide and an intimate group, this tour promises an unforgettable journey into Chicago’s captivating underworld. But be prepared – the stories you’ll hear might just send a chill down your spine.

Key Points

• An immersive Prohibition Era tour exploring infamous gangsters’ haunts and hangouts in Chicago.
• Stories of notorious bootleggers and mobsters, including Al Capone, shared by a guide in 1920s attire.
• Visits to 3-4 establishments linked to the city’s underworld, with the opportunity to enjoy drinks.
• Intimate tour experience with a maximum group size of 14 and a 100% recommendation rate.
• Moderate fitness level required, with a minimum age of 21 to participate.

Tour Overview

The Chicago Haunts and Hooligans Tour provides an immersive experience into the city’s Prohibition Era, exploring the haunts and hangouts of notorious gangsters.

With a 100% recommendation rate based on 19 reviews, this tour carries a Badge of Excellence.

Travelers will visit 3-4 establishments linked to infamous bootleggers and mobsters, hearing scary and scandalous stories along the way.

Led by a local guide dressed in Roaring 20s costume, the tour has a maximum group size of 14 and lasts approximately 2-3 hours.

Alcoholic drinks are available for purchase, but gratuities aren’t included.

Exploring Chicago’s Prohibition Era

Diving into Chicago’s captivating past, the Chicago Haunts and Hooligans Tour immerses visitors in the city’s notorious Prohibition Era.

Guests explore 3-4 establishments once frequented by infamous gangsters and bootleggers. They’ll hear scandalous stories of the city’s underworld while sipping drinks at these historic watering holes.

With a local guide dressed in 1920s attire, the tour offers an alternative night out for friends seeking an immersive experience.

The tour’s maximum group size of 14 ensures an intimate atmosphere as participants uncover Chicago’s shadowy past during the Roaring Twenties.

Notorious Gangsters and Their Haunts

As guests explore the historic watering holes that once catered to notorious Chicago gangsters, they’ll uncover the scandalous tales of the city’s underworld during the Prohibition Era.

From the infamous Al Capone to the elusive bootleggers, this tour delves into the shadowy world of 1920s Chicago.

Visitors learn how these notorious figures operated their illicit businesses and evaded law enforcement, all while enjoying drinks at the very same establishments that served as their hideouts.

The tour offers a glimpse into Chicago’s past, where danger, debauchery, and the pursuit of forbidden pleasures reigned supreme.

Bootleggers and Mobsters: Scary and Scandalous Stories

Although Prohibition laws had outlawed the production and sale of alcohol, a thriving underground network of bootleggers and mobsters flourished in Chicago, operating out of the very establishments featured on this tour.

Guests will hear:

• Scandalous tales of notorious gangsters, like Al Capone, who used speakeasies as fronts for illegal liquor sales and other criminal activities.

• Chilling accounts of the brutal violence and turf wars that erupted between rival bootlegging operations.

• Shocking stories of how mobsters bribed and intimidated local authorities to turn a blind eye to their illicit dealings.

Ideal for a Night Out With Friends

The Chicago Haunts and Hooligans Tour offers an alternative night out for friends seeking a unique and thrilling experience.

The tour explores Chicago’s notorious Prohibition Era, visiting 3-4 establishments linked to infamous gangsters. Guests will hear scary and scandalous stories about bootleggers and mobsters from a local guide dressed in Roaring 20s costume.

With a maximum group size of 14 travelers, it’s an ideal activity for a night out with friends. The tour is suitable for adults 21+ and operates in all weather conditions, making it a convenient option year-round.

Alcoholic drinks are available for purchase, adding to the Prohibition-era ambiance.

Group Size and Tour Guide

The Chicago Haunts and Hooligans Tour limits its group size to a maximum of 14 travelers, ensuring an intimate and personal experience.

The local guide, dressed in Roaring 20s costume, leads the group through Chicago’s Prohibition Era haunts and hangouts.

Travelers can expect to:

• Visit 3-4 establishments linked to notorious gangsters
• Hear scary and scandalous stories about bootleggers and mobsters
• Immerse themselves in the city’s rich history and vibrant culture

The guide’s engaging storytelling and the small group size create an atmosphere that allows guests to fully embrace the tour’s unique character.

Meeting and End Point

The Chicago Haunts and Hooligans Tour conveniently starts and ends at Harry Caray’s Italian Steakhouse, located at 33 W Kinzie St, Chicago, IL 60654.

The local guide, dressed in a Roaring 20s costume, will meet the group near the front of the restaurant. Travelers can easily find their way to the meeting point and return there at the end of the tour.

The tour concludes back at the starting location, providing a seamless experience.

With a maximum group size of 14, the tour ensures an intimate and personalized exploration of Chicago’s haunted past.

Additional Details and Booking Information

Travelers can receive confirmation of their booking immediately after reserving their spot on the Chicago Haunts and Hooligans Tour.

The tour requires a moderate level of physical fitness and isn’t wheelchair accessible. Visitors must be at least 21 years old to participate.

The tour operates rain or shine, so guests should dress appropriately. Customers can take advantage of the "Reserve Now and Pay Later" option.

Cancellations are free up to 24 hours before the tour starts. The tour is priced from $34.77 per person.

• Confirmation received at booking
• Moderate physical fitness level required
• Not wheelchair accessible

Sum Up

The Chicago Haunts and Hooligans Tour offers an immersive journey into the city’s notorious Prohibition past. Guests explore historic establishments, sip period-inspired drinks, and hear captivating tales of gangsters, bootleggers, and law enforcement evasion. With a high recommendation rate and a Badge of Excellence, this tour promises an unforgettable adventure into Chicago’s underworld, making it an ideal night out with friends.