If you’re looking for something beyond the usual sightseeing and want to combine history, local flavor, and an element of mystery, this Chicago Murder Mystery Tour might just be your perfect fit. For $35 per person, you’ll spend two hours exploring downtown Chicago’s streets, uncovering clues, and playing detective. Led by knowledgeable guides, you’ll visit some of the city’s most iconic neighborhoods while solving a fictional murder case.
What makes this experience worth considering? First, it’s interactive and engaging—not just a passive walk. Second, it offers a unique lens into Chicago’s past, with stops that reveal both wealthy areas and hidden stories.
A potential drawback? Since it’s rain or shine, you’ll need to come prepared with comfortable shoes and rain gear if the weather turns sour. Also, if you’re expecting a deep dive into the city’s crime history, keep in mind this is more entertaining than comprehensive.
This tour suits those who enjoy a lighthearted, immersive experience, especially families with kids or anyone interested in Chicago’s colorful history mixed with a bit of whodunit fun.
Key Points

- Interactive mystery game: Play detective throughout the walk with clues and suspects.
- Historic neighborhoods: Discover Chicago’s Gold Coast and Streeterville.
- Engaging guides: Tour guides like Ariel and Andre are praised for their knowledge and charisma.
- Two-hour format: Short enough for a fun outing, long enough to explore significant spots.
- Includes costumes & souvenirs: Dress up for photos and receive mugshots.
- Accessible & flexible: Runs daily at several times, with free cancellation and wheelchair access.
Exploring the Chicago Murder Mystery Tour in Detail

This tour is truly a one-of-a-kind experience, blending history, storytelling, and interactive gameplay to keep you guessing. Starting at the Water Tower on Michigan Avenue, the tour offers a convenient and scenic meeting point. From there, you’ll walk roughly a mile through Chicago’s historic neighborhoods, with the guide leading you through a story that’s both mysterious and informative.
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The Itinerary and Stops
Each stop on the tour is carefully chosen to enhance the narrative. You’ll explore downtown Chicago, particularly the Gold Coast, a neighborhood known for its luxurious mansions and historic significance. The guide will weave stories of Chicago’s notorious criminals, famous locals, and local legends, peppering facts about the city’s past.
One particular highlight is learning about Chicago’s crime and gangster history, adding a darker, more intriguing layer to your walk. The tour also passes by landmarks like the Water Tower, which itself is a symbol of resilience and history.
Throughout the walk, you’ll gather clues, interview suspects (played by your fellow players), and help solve the murder mystery. This element of teamwork and deduction makes it more engaging for groups and families alike.
The Experience of Playing Detective
Guests consistently praise how well the interactive element works. As one reviewer put it, “You get to play detective and look for clues, which makes the experience very fun and memorable.” The costumes provided are a nice touch, adding a bit of theatrical flair to photos and role-playing.
The souvenir mugshots photos are a charming perk, giving you a fun keepsake to remember the day. This interactive format is especially appreciated by families, with many reviews noting that the difficulty level is just right—challenging enough to keep everyone involved without feeling frustrating.
Guides and Their Impact
The guides, like Ariel and Andre, are consistently lauded for their knowledge, engaging style, and sense of humor. One reviewer said, “Our guide, Ariel, made the tour memorable, blending facts with fun storytelling.” Another remarked, “Andre’s ingenuity in designing this tour is impressive,” highlighting how guides bring the experience to life.
Their ability to share interesting tidbits about Chicago’s lesser-known facts—like the Playboy’s HQ or Zipper’s discovery—adds layers of local color that elevate the walk beyond just solving a fictional crime.
More Great Tours NearbyPractical Details
The tour runs every day at 11 am, 2 pm, 4:30 pm, and 7 pm, so you have flexibility in scheduling. The meeting point, the steps of the Water Tower, is easy to find with Google Maps, and the fact that it ends just five minutes from the start makes logistics simple.
Comfortable shoes and rain gear are recommended, especially since the tour takes place rain or shine. The walk is about one mile, which is manageable for most, and with wheelchair accessibility, it’s inclusive for a range of mobility needs.
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Why This Tour Offers Excellent Value

At just $35, the tour provides a lot of entertainment and educational value. The inclusion of costumes and souvenir photos makes it feel special, and the fact that you’re combining learning with fun makes it a worthwhile expenditure. Plus, the small group size and guided storytelling ensure you’re not just meandering aimlessly but are engaged at every step.
Several reviewers noted how much they appreciated learning Chicago’s lesser-known stories like the discovery of Zipper or the Playboy HQ. These nuggets offer a more nuanced picture of the city’s history, making your walk both entertaining and insightful.
Who Should Consider This Tour?

Ideal for families, history buffs, and mystery fans, this experience appeals to those who love a hands-on approach to sightseeing. If you enjoy interactive storytelling and want to break away from traditional tours, you’ll find this a refreshing change. It’s also a good choice for groups of friends or couples looking for a light-hearted adventure.
Travelers who prefer structured activities with engaging guides will appreciate the vibrant storytelling and lively atmosphere. If you’re visiting Chicago and want an experience that’s both entertaining and informative, this murder mystery walk offers a memorable way to get to know the city’s streets and stories.
The Sum Up
The Chicago Murder Mystery Tour combines local history, engaging storytelling, and interactive gameplay into a two-hour adventure that’s perfect for curious explorers. With knowledgeable guides, fun costumes, and a chance to play detective, it offers a unique perspective on Chicago’s neighborhoods and past.
Whether you’re a family, a couple, or a solo traveler, this experience promises a blend of education and entertainment that’s hard to find elsewhere. It’s a delightful way to see the city through a different lens—one filled with mystery, history, and a touch of theatrical fun.
If you enjoy learning while playing, and want a casual, fun activity that’s accessible and hassle-free, this tour is a solid choice. Just remember to dress comfortably and be prepared for some walking, rain or shine. It’s a clever, memorable way to spend a couple of hours in Chicago.
FAQ
Is this tour suitable for children?
Yes, many reviews mention that the difficulty level is just right for families, including kids around 7th grade age. It’s engaging and interactive without being too complex.
How long does the tour last?
The tour lasts about two hours, covering roughly one mile of walking through downtown Chicago.
What should I wear?
Wear comfortable shoes suitable for walking, and bring rain gear if the weather forecast calls for rain, as the tour takes place rain or shine.
Can I cancel my reservation?
Yes, you can cancel up to 24 hours in advance for a full refund, making it flexible for last-minute plans.
Are the guides knowledgeable?
Absolutely. Guests frequently praise guides like Ariel and Andre for their expertise, humor, and engaging storytelling.
Is this experience wheelchair accessible?
Yes, the tour is wheelchair accessible, ensuring everyone can participate and enjoy the fun.
Embark on this interactive journey through Chicago’s streets, where history, mystery, and entertainment come together for a truly memorable experience.
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