Chicago Haunts and Hooligans Tour

Explore Chicago’s Mobster History on a Haunted Pub Tour for Just $34.77

The Chicago Haunts and Hooligans Tour offers a unique way to experience the city’s infamous Prohibition era. Priced at $34.77 per person, this 1 hour 30 minutes tour takes you through 3 to 4 historic bars linked to notorious gangsters and bootleggers. Led by an in-costume guide, the tour combines scary stories, scandalous legends, and visits to iconic Chicago landmarks.

What makes this tour stand out is its small group size, with a maximum of 14 travelers, providing a personalized experience that balances storytelling with sightseeing. The tour departs from 33 W Kinzie St and is designed for those aged 21 and over. It’s ideal for friends seeking an offbeat night out filled with spooky atmosphere and fascinating history, all in an authentic Chicago setting.

Key Points

• Affordable price of $34.77 per person for a 1.5-hour tour
• Visits 3 to 4 historic bars linked to Chicago gangsters and bootleggers
• Led by an in-costume guide, enhancing the immersive experience
• Small groups ensure a more intimate and engaging tour
• Learn stories about famous mobsters and Chicago’s criminal past
• Tour is suitable for ages 21+ and operates in all weather conditions

Starting Point at Harry Caray’s Shortstop Midway

The tour kicks off at Harry Caray’s Italian Steakhouse, a location with its own dark history as the former hangout of Frank Nitti, Al Capone’s trusted enforcer. Here, the guide greets the group in costume, setting a lively, themed tone for the evening.

At this first stop, travelers have the chance to purchase drinks while listening to eerie stories from Chicago’s gangster past. The 40-minute visit provides plenty of time to soak in the atmosphere and get introduced to the city’s notorious figures.

Visiting Chicago’s Mobster-Linked Bars

Throughout the tour, visits include 3 to 4 bars, each with ties to famous gangsters and bootleggers. These locations are carefully selected for their historical significance and authentic ambiance.

The stops are easy to walk between, allowing for casual, unhurried exploration. The focus remains on storytelling about the city’s criminal history, offering insights into prohibition-era Chicago while enjoying the lively bar scene.

The Experience of a Small, Guided Tour

With a maximum of 14 participants, this tour emphasizes personal interaction and engagement. The guides are praised for their entertaining storytelling, with many reviews highlighting Katie’s lively and animated style.

The guides keep the pace engaging, balancing scary stories with fun facts about Chicago landmarks and mobster legends. This approach makes the experience suitable for both history buffs and those simply looking for a fun, spooky night out.

The Guide’s Role and Presentation Style

The guides wear costumes that match the theme, enhancing the immersive vibe. Reviewers consistently mention that Katie and other guides are knowledgeable, fun, and full of interesting stories.

Many note that the guides do an excellent job of keeping the group laughing and engaged throughout the walk. Their storytelling is described as vivid and entertaining, making the history come alive with humor and suspense.

Drinking and Food Options During the Tour

While alcoholic drinks are not included, the bars visited offer opportunities to purchase beverages. This allows guests to enjoy a drink in a historic setting, adding to the authentic atmosphere. Food is not part of the tour, but the stops are located in areas rich with dining options for afterward.

Walking Distance and Tour Pacing

The tour involves a casual walk between stops, making it accessible for most visitors with moderate physical fitness. The pacing is described as perfectly timed, with no stops feeling rushed or overly long, allowing everyone to soak up the stories and take in the surroundings comfortably.

Weather and Dress Recommendations

Since the tour operates rain or shine, dressing appropriately for all weather conditions is advised. An umbrella or raincoat might be useful for those on the tour during rainy days. Comfortable shoes are recommended given the walkable nature of the experience.

Why This Tour Is a Great Night Out

This haunted pub crawl offers a unique blend of history and entertainment, ideal for friends or groups celebrating special occasions. Many reviews describe it as a fun, spooky experience perfect for date nights or team outings.

The cost-effective price combined with the small-group intimacy makes it a value-packed option for exploring Chicago’s dark past without sacrificing storytelling quality.

How the Tour Ends and What Comes Next

The tour concludes back at the meeting point on 33 W Kinzie St, making it convenient for guests to continue their evening in the city. Whether heading to nearby bars or dinner spots, guests leave with a memorable story and a newfound appreciation for Chicago’s mobster legends.

The Sum Up: A Spooky and Fun Night in Chicago

The Chicago Haunts and Hooligans Tour delivers a fun, engaging look at the city’s Prohibition-era history, told through scary stories and visits to mobster-linked bars. With affordable pricing, lively guides, and a small group setting, it’s well-suited for friends seeking an offbeat night out.

While it doesn’t include drinks, the opportunity to purchase beverages at historic venues enhances the authentic feel. The tour’s timing, pacing, and entertaining storytelling make it a highlight for those interested in Chicago’s criminal past and a memorable way to spend an evening.

Frequently Asked Questions

How long does the Chicago Haunts and Hooligans Tour last?
The tour lasts approximately 1 hour 30 minutes, making it a compact yet enriching experience.

What is included in the tour?
You receive a local guide and the tour escort/host. Drinks are not included but are available for purchase at each bar.

Where does the tour start?
The tour begins at 33 W Kinzie St, at Harry Caray’s Shortstop Midway.

Is the tour suitable for all ages?
No, the minimum age is 21 years due to alcohol-related stops and the theme.

Can I cancel the tour?
Yes, free cancellation is available if canceled at least 24 hours in advance.

Does the tour operate in bad weather?
Yes, it operates in all weather conditions, so dress accordingly. If canceled due to poor weather, a full refund or alternative date is offered.