Haunted Chicago Booze and Boos Ghost Walking Tour

If you’re looking for an after-dark adventure that combines history, storytelling, and a little ghostly intrigue, the Haunted Chicago Booze and Boos Ghost Walking Tour is worth considering. This two-and-a-half-hour stroll through some of Chicago’s most historic and haunted bars promises a spirited blend of spooky tales and local flavor. Whether you’re a history buff, a fan of ghost stories, or just looking for a fun night out, this tour might be right up your alley.

Where this tour shines is in its engaging guides dressed in period costumes, adding a theatrical touch that makes the stories come alive. Plus, visiting actual historic bars with a haunted reputation makes the experience feel authentic in a way that a simple ghost story can’t match. The tour is highly rated, with a 5.0 score from over 160 reviews, and many participants rave about the knowledgeable guides and unique venues.

However, a couple of considerations are worth noting. The tour involves walking about a mile and visiting three bars, so it’s best suited for those with moderate physical fitness and comfort with walking at night. Also, drinks are purchased separately, so it’s not a package deal for alcohol but rather a guided pub crawl with spooky stories.

This experience is ideal for those who enjoy a mix of history, storytelling, and nightlife, especially if you appreciate a good ghost story paired with a chance to explore Chicago’s historic taverns.

Key Points

• Combines ghost stories with visits to historic, haunted bars
• Guided by costumed local storytellers enhancing the experience
• Offers a nice balance of walking and socializing
• Highly rated for knowledgeable guides and entertaining stories
• Moderate price for a memorable, authentic Chicago experience
• Suitable for those with moderate fitness and 21+ age requirement

An In-Depth Look at the Haunted Chicago Booze and Boos Tour

An Immersive Ghost Walk with a Theatrical Twist

This tour is more than just a walk through Chicago’s nightlife; it’s an engaging theatrical experience. Your guide, dressed as a Flapper or 1920s Gangster, sets the tone right from the start. It’s clear that the guides know their stories and love sharing them in a lively, approachable manner. Many reviews highlight how the guides bring the history and hauntings to life, making the stories memorable and fun.

You’ll start at Glascott’s Saloon, a building with four generations of family ownership. Originally a meat market, it went underground during Prohibition as a speakeasy called “James Morley Soft Drinks,” making it the perfect haunted pub to kick off a ghostly tour. The guide will share stories of its secret past and eerie experiences, setting a fitting tone for the night.

Next, the walk takes you through Lincoln Park’s spooky corners, where you might hear about the ghost of John Dillinger haunting an alley beside a local theater—a story that makes you look twice at those dimly lit streets.

Visiting Three Historic Bars with Haunted Histories

Lilly’s is your next stop, a cozy bar where you’ll learn about the “haunted residents” said to linger in its walls. With about 30 minutes allocated, it’s enough time to enjoy a drink (at your own expense) and listen to chilling tales.

Hook and Ladder is a real highlight. This bar, connected to Halligan via a secret doorway, is decorated in honor of Chicago’s Fire Department, as its owner is a volunteer firefighter. The building has been a bar for over a century, and the guide will tell stories about its ghostly former owner, John Weiss. Many reviewers mention how much they enjoyed the stories here, describing the bar as “really cool” and “unique.”

Along the route, you’ll pass Oz Park, where you might imagine meeting some of the ghosts of characters from L. Frank Baum’s Oz stories, especially after sundown. The park, with Dorothy’s Playlot and emerald gardens, adds an extra touch of whimsy—and ghostly potential—if you’re a fan of literary legends and ghost stories.

Hidden Corners and Local Legends

The tour route features a stop outside King of Cups, Chicago’s first Spirit Lounge, known for craft cocktails and nightly Tarot readings. Some staff and patrons believe the bar has its own share of hauntings, adding a mystical flavor to the night.

Finally, the tour visits The Red Lion, originally a Western saloon that transformed into a classic English pub. Its history of massive reconstruction and tales of spirits tied to the old hotel give it a compelling, spooky aura.

Practical Details and Atmosphere

The tour is thoughtfully designed to fit within a relaxed, social pace. With group sizes capped at 12, you won’t feel lost in a crowd. The pace, about 25-30 minutes per stop, allows for enough time to listen, enjoy a drink, and soak in the historic ambiance.

Price-wise, at around $36 per person, it’s a reasonable investment for what you get. You’re paying for a guided storytelling experience, access to historic venues, and a take-home souvenir—a can cooler or cup—a small but memorable keepsake.

What Makes It Stand Out?

Reviewers often praise the guides’ knowledge and entertainment skills. One said, “Mallory was great. She was very informative and took us to some great spots in the city.” Others appreciated the mix of history, entertainment, and local flavor. Many mention how the stories keep the group engaged and how the bars are “very cool,” making the night feel both spooky and lively.

Value and Authenticity

The ticket price covers the guide, the tour route, and the experience at each stop, making it a good value when compared to booking separate bar visits or ghost tours. The fact that the bars are historic and have their own haunting tales adds an authentic touch many ghost tour experiences lack.

Who Should Consider This Tour?

This ghostly pub crawl is best suited for adults 21 and older, given the bar stops and alcohol purchases. It’s perfect for those who enjoy history, storytelling, and a bit of spooky fun. If you’re a fan of Chicago’s historic taverns, or you’ve got a curiosity about the city’s haunted legends, this tour offers a lively, memorable evening.

It’s also a good choice for couples, small groups, or anyone looking for an entertaining way to spend an evening in Chicago that combines history, nightlife, and storytelling.

Final Thoughts

The Haunted Chicago Booze and Boos Ghost Walking Tour offers an engaging, authentic peek into the city’s haunted past. With knowledgeable guides, historic venues, and lively storytelling, it’s an experience that balances entertainment with a sense of place. The tour’s value lies not just in the stories but also in the opportunity to explore true Chicago landmarks in a fun, social setting.

While it’s not a full-on haunted house or spooky adventure for adrenaline junkies, it delivers a compelling narrative about Chicago’s ghostly legends, wrapped in the charm of vintage bars and local legends. Whether you’re a local or a visitor, it’s a memorable way to discover hidden corners of the city’s history—and its spirits.

Frequently Asked Questions

How long does the tour last?
The tour lasts approximately 2 hours and 30 minutes, covering three stops and walking about a mile in total.

Are drinks included?
No, drinks are purchased separately at each bar, but the tour includes stories and a take-home souvenir.

What is the age requirement?
Participants must be at least 21 years old, owing to the bar stops and alcohol sales.

How many people are in each group?
The tour is limited to a maximum of 12 travelers, ensuring a more personalized experience.

What should I wear?
Dress appropriately for the weather, as the tour operates in all conditions. Comfortable shoes are recommended due to walking.

Is it suitable for all fitness levels?
The tour requires a moderate level of physical fitness because of walking and standing, but it’s accessible for most.

Can I cancel if I change my mind?
Yes, free cancellation is available if you cancel at least 24 hours in advance. Less notice means no refund.

In essence, this tour offers a well-balanced mix of history, storytelling, and local flavor. It’s perfect for those who enjoy a good ghost story, a historic pub, and a bit of theatrical flair—all wrapped in one lively Chicago experience.