Chicago’s Lincoln Park: Guns, Guitars & Gangster offers a fascinating peek into one of the city’s most intriguing neighborhoods. For $29 per person, you’ll spend about two hours wandering through Lincoln Park’s streets, guided by a knowledgeable tour guide who brings the area’s stories to life. The tour covers historical sites like DePaul University, Biograph Theatre, and Kingston Mines, along with tales of gang violence, Prohibition-era speakeasies, and even ghost stories tied to the zoo and cemetery beneath the park.
What we love about this experience is its focus on stories that blend Chicago’s notorious gangster past with its cultural gems, like blues music and historic landmarks. The guide’s insights help humanize the city’s sometimes brutal history while also highlighting its lively music scene and legendary stories. Another highlight is the variety of stops — from the haunted tunnels beneath DePaul to the legendary Biograph Theatre — giving a well-rounded sense of Lincoln Park’s complex character.
A possible drawback is the tour’s pacing, which some walkers find a bit slow, especially if you’re eager to cover more ground. Since it’s a walking tour lasting only about two hours, it’s best suited for those interested in a relaxed, story-rich exploration rather than a speedy sightseeing sprint.
This tour suits history buffs who enjoy urban legends, fans of Chicago’s gangster era, or anyone curious about the city’s hidden stories. If you prefer in-depth, narrative-driven walks with a local guide, this can add a memorable layer to your Chicago visit.
Key Points

- Compact and affordable at $29, making it accessible for most travelers.
- Knowledgeable guides bring Chicago’s gangster, Prohibition, and cultural history to life.
- Varied stops include historic sites, music venues, and ghostly legends.
- Pace may feel slow to those who prefer faster sightseeing.
- Ideal for history lovers or those interested in Chicago’s darker past.
- Tour length is about two hours, suitable for a relaxed exploration.
Exploring Lincoln Park’s Dark and Lively Sides

Chicago’s Lincoln Park isn’t just a pretty green space; it’s a neighborhood steeped in stories of crime, culture, and mystery. As we walk through its streets, you’ll get a sense of how the area’s past continues to echo beneath its modern veneer. This tour, hosted by Tours By Foot – Chicago, aims to connect you with both the notorious and the charming sides of Lincoln Park, and it does so with a modest price tag and a focus on storytelling.
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The Itinerary in Detail
Stop 1: DePaul University & Merle Reskin Theatre
Our journey begins at DePaul University, a campus surrounded by urban legends that range from ghostly sightings to secret tunnels supposedly used during Prohibition. While the guide keeps the atmosphere lively, the stories hint at a long-standing fascination with the mysterious. For those interested in the university’s past, this stop offers a glimpse into Chicago’s layered urban legends without heavy academic detail. The tour spends around ten minutes here, enough to soak in the stories and see the historic buildings.
Stop 2: Biograph Theatre & Dillinger Alley
Next, we walk to the Biograph Theatre, an iconic site where John Dillinger, one of America’s most infamous gangsters, was ambushed in 1934. The guide recounts the details of this dramatic event, and many believe Dillinger’s ghost still haunts the alley. This stop lasts about twenty minutes and is the highlight for crime history fans. The atmosphere is tinged with a sense of danger and legend, perfect for those interested in the city’s gangster lore.
Stop 3: Kingston Mines
We then visit Kingston Mines, a legendary blues club with roots in Chicago’s early days, rumored to have once been connected to illegal gambling and mob activity. Today, it’s celebrated for its live music, but the stories of its past add a gritty charm. This stop, also about twenty minutes long, is a good mix of history and lively entertainment.
Stop 4: Oz Park & the 1893 Worlds Fair
While today a family-friendly spot, Oz Park is linked to the 1893 World’s Columbian Exposition and the infamous serial killer H.H. Holmes, who operated his “Murder Castle” nearby. The guide shares details about Holmes’ sinister activities intertwined with the park’s more innocent image. Expect about twenty minutes here, ideal for those interested in Chicago’s darker serial killer tales.
Stop 5: Clark Street & Gang Violence
On February 14, 1929, seven members of Bugs Moran’s gang were executed in a garage on Chicago’s North Side during a brutal gang hit widely associated with Al Capone. This story underpins much of Chicago’s Prohibition-era reputation and adds a layer of danger to the neighborhood. It’s a quick stop, about ten minutes, but packed with chilling history.
Stop 6: The Cider House & Prohibition
We visit a spot at 2121 N Hudson Ave, linked to whispers of speakeasy operations surviving the Great Chicago Fire of 1871 and the Prohibition era. Although the tour notes that the Cider House is linked to secret bars, the focus is on the resilient spirit of Chicago’s underground nightlife. This is another twenty-minute stop that blends history with the city’s rebellious spirit.
Stop 7: Lincoln Park Zoo & Ghost Stories
Finally, we stroll to the Lincoln Park Zoo, a beautiful green space with an eerie side. Built on top of a former cemetery, the area is said to be haunted by ghostly apparitions, and some visitors report strange encounters. This last stop, about twenty minutes, appeals to those who love a good ghost story amid their city walk.
What to Expect and How It Feels

The tour is primarily a walk-and-talk experience, with a small group of no more than 15 travelers, making it easy to engage with the guide. The pacing is relaxed, which some reviews note as a positive, giving ample time to absorb the stories and ask questions. However, one reviewer mentioned that the tour moved slowly and didn’t cover quite as much ground as expected — so if you’re hoping for a quick whistle-stop, this might feel a bit leisurely.
The guides, whose names aren’t specified here but are praised for their knowledge, add a personable, story-driven touch. Their anecdotes often include vivid details that make the past come alive. Since the tour ends at Lincoln Park itself, you’ll be within walking distance of the zoo and conservatory, perfect if you want to extend your visit afterward.
Practical Considerations
- Price: At $29, the tour offers overall good value considering the depth of stories and the guide’s local knowledge.
- Duration: Two hours is manageable, especially if you prefer relaxed sightseeing.
- Pace: As some reviews point out, it’s on the slower side — great for storytelling but possibly less efficient if you’re in a hurry.
- Accessibility: The tour is suitable for most, including service animals, and is near public transportation, making it convenient to reach.
Authenticity and Balance

While this tour emphasizes Chicago’s gangster past and legends, it also touches on cultural elements like blues music and historic landmarks. The focus on ghost stories and haunted sites adds a fun, spooky dimension, but it’s all presented in a balanced way that respects history without sensationalizing. The stories are rooted in local lore with some basis in fact, making it an engaging way to connect with Chicago’s layered identity.
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The Experience’s Value
For $29, you’re paying for a guided walk that combines history, myth, and entertainment. The stories about Dillinger, Holmes, and gangland violence are vividly narrated, and the stops at places like Kingston Mines and Lincoln Park give you a taste of Chicago’s musical and recreational scene. If you’re interested in Chicago’s crime history, ghost stories, or just want an authentic neighborhood walk with a lively guide, this tour can be quite rewarding.
Who Should Consider This Tour?

This experience is best suited for travelers who enjoy storytelling, local legends, and urban history. It’s ideal if you prefer a relaxed pace and are curious about the darker, more mysterious sides of Chicago. It appeals to those who appreciate a mix of history and entertainment, rather than a fast-paced sightseeing itinerary. Also, if you’re visiting with family or friends who enjoy ghost stories or music history, it can be a fun, educational outing.
FAQs

How long is the tour?
The tour lasts approximately two hours, covering several key sites in Lincoln Park.
What’s included in the price?
The fee of $29 covers the guided walk and live commentary. No admission fees are required for the stops listed.
Is the tour suitable for all ages?
Most travelers can participate, and it’s generally family-friendly, though some stories about gang violence and serial killers may be better suited for older children or adults.
Are tickets purchased in advance?
Yes, the tour is booked an average of 17 days in advance, and booking ahead is recommended to secure your spot.
What’s the meeting point?
You’ll meet at North Lincoln Avenue & North Halsted Street in Chicago, close to public transportation.
Can I cancel if I change my mind?
Yes, you can cancel up to 24 hours in advance for a full refund.
How many people typically join the tour?
The maximum group size is 15 travelers, making for an intimate experience.
Are there any hidden costs?
No hidden costs are mentioned; the tour price is all-inclusive.
Will I see famous Chicago landmarks?
Yes, including the Biograph Theatre, Kingston Mines, and Lincoln Park Zoo, among others, along with stories connected to these sites.
Is the tour accessible for people with mobility issues?
The provided information doesn’t specify, but as it’s a walking tour, some mobility considerations may apply.
In summary, this Lincoln Park tour offers a relaxed, story-rich glimpse into Chicago’s gangster past, musical roots, and ghostly legends. It’s best for those looking for an engaging, affordable experience with a knowledgeable guide and an interest in Chicago’s more colorful history. While some find the pace slow, the depth of stories and the variety of sites make it a worthwhile addition to any Chicago itinerary, especially if you want to connect with the city’s darker, more mysterious side.
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