Chicago: Murder Mystery Tour

If you’re looking for a unique way to see Chicago beyond the usual sightseeing routes, the Chicago Murder Mystery Tour offers a lively, interactive experience that combines a compelling detective story with a tour through some of the city’s most glamorous neighborhoods. This 2-hour adventure is perfect for travelers who love a bit of drama, history, and hands-on fun. It’s a playful mix of storytelling, sightseeing, and role-playing that keeps you on your toes.

One thing we really appreciate about this experience is how it manages to be both entertaining and informative. You’re not just wandering through streets — you’re actively involved in solving a fictional crime, interrogating suspects, and searching for clues. Plus, the tour includes costumes and photo opportunities, adding an extra layer of immersion. That said, since it’s an outdoor walking adventure, it’s worth considering the weather and ensuring comfortable shoes are on hand.

This tour is ideally suited for those who enjoy interactive activities, history buffs, or anyone seeking a fun twist on a sightseeing day. While not ideal if you’re looking for a relaxed, passive experience, it’s perfect for groups, families, or couples wanting a memorable journey into Chicago’s stylish neighborhoods with a mysterious edge.

Key Points

• Interactive Experience: Play detective and actively participate in solving a murder mystery.
• Cultural and Architectural Highlights: Discover Chicago’s wealthiest neighborhoods and iconic landmarks.
• Costumes and Photos: Enjoy dressing up and capturing fun souvenir mugshots.
• Engaging Guides: Led by professional, personable guides who add flair and historical insights.
• Weather Considerations: Tour runs rain or shine — bring rain gear if needed.
• Accessibility: Suitable for wheelchairs and all ages (except those with colds).

What Is the Chicago Murder Mystery Tour?

This isn’t your typical sightseeing walk. It’s a two-hour guided adventure that combines the thrill of solving a crime with a tour through Chicago’s upscale neighborhoods. The tour is described as both a game and a walking tour, making it a rare combo that appeals to those who love stories and history equally.

Led by a professional mystery guide, you’ll visit notable spots such as the Chicago Water Tower, the Magnificent Mile, and the Gold Coast Historic District. The guide, who has been praised for their professionalism and quirky storytelling, keeps the energy high while sharing interesting facts about the city. You’ll interrogate suspects, hunt for clues, and piece together what’s happening around you — all while exploring Chicago’s glamorous side.

Running daily at 11 am, 2 pm, and 5 pm, the tour begins on the steps of the historic Water Tower at 806 N Michigan Ave. The meeting point is iconic — a castle-like building that’s part of Chicago’s architectural fabric. From there, the adventure unfolds across approximately one mile of walking, with plenty of sights and surprises along the way.

An In-Depth Look at the Itinerary

Starting Point: The Water Tower

Your journey begins at the Chicago Water Tower, a beloved historic landmark, instantly recognizable and central for orientation. Here, the mystery officially kicks off, and you’ll meet your guide, ready to get into character.

Sightseeing at the Chicago Water Tower

The tour includes a quick photo stop at the Water Tower, giving you a chance to snap a picture of this beautiful, castle-like structure. The guide will share fascinating tidbits about its history, adding depth to the visit.

The Magnificent Mile

You’ll stroll along this famous stretch, known for high-end shops and spectacular architecture. The guide’s storytelling weaves in the district’s history, highlighting its significance beyond just a shopping paradise. Expect about a 15-minute walk, during which you might catch some interesting anecdotes that give you a richer picture of Chicago’s development.

Gold Coast Historic District

This part of the tour feels like stepping into a storybook. The Gold Coast is home to some of Chicago’s most opulent mansions and historic homes. Visiting here provides a glimpse into the city’s wealthiest past and present. According to reviews, this stop is “visit-worthy,” offering a blend of architecture, history, and a sense of luxury.

Original Playboy Mansion, Chicago

One of the more playful highlights — the guide leads you on a quick guided tour of the site known historically as the Playboy Mansion. It’s a perfect blend of Chicago lore and pop culture, providing a fun backdrop for the storyline.

Oak Street Beach

The final stop is a beautiful photo and visit at Oak Street Beach. Besides capturing scenic shots, you’ll get a safety briefing and a chance to soak in the fresh lake air. This spot offers a relaxing break and a stunning view of Lake Michigan, framed by the city skyline.

End at The Drake Hotel

The tour wraps up just a short walk from where it started, back at The Drake Hotel, a historic Chicago landmark with a storied past. Guests leave with more than just photos — many report feeling they’ve had a deeper, more engaging experience of Chicago’s neighborhoods.

What’s Included and What’s Not?

The ticket price of $35 per person offers excellent value, especially considering what’s included: interactive murder mystery gameplay, costumes for photos, souvenir mugshots, and a walking tour through the Gold Coast. We love that costumes are provided, making the experience more playful and Instagram-worthy.

However, food and drinks are not included, so plan accordingly if you want to grab a bite after the tour. The tour is also wheelchair accessible, which is a significant plus for travelers with mobility needs.

The Guide: Making the Difference

Reviewers consistently praise the guide, especially mentioning Andre, who was credited for his engaging storytelling and ability to keep everyone involved. Guests felt that Andre’s lively personality and knowledge about Chicago’s “little known nuggets,” like the Zippers being discovered here or the Playboys HQ, made the experience memorable. Such insights turn a simple walk into a storytelling session that sticks with you.

The Experience: Pros and Cons

Pros

• The interactive nature keeps everyone engaged, whether you’re a true crime fan or just looking for a fun activity.
• The scenic route through Chicago’s upscale neighborhoods offers a mix of architecture, history, and local culture.
• The costumes and mugshots add a playful, memorable element.
• The guide’s storytelling enriches the experience with interesting facts that many travelers wouldn’t discover on their own.
• The tour’s flexible schedule allows for convenient planning.

Cons

• As an outdoor activity, it’s subject to weather — so rain gear is recommended.
• Since the walk is about a mile over two hours, it might be tiring for some, especially in hot weather.
• It’s primarily focused on neighborhoods, so if you’re hoping for major landmarks or museums, you might want a different tour.
• The storyline is fictional, so if you’re looking for real crime history, this isn’t the right fit.

Final Thoughts: Who Will Love This Tour?

This murder mystery tour stands out for those seeking an engaging, interactive way to experience Chicago. It’s perfect for families, couples, or groups of friends who enjoy role-playing or storytelling. The mix of historical tidbits and fun clues creates a lively atmosphere that appeals to a broad audience.

If you’re a history buff, you’ll appreciate the details about the Gold Coast and the Water Tower. If you love theatre or costumes, the provided outfits and mugshots will delight you. For those interested in Chicago’s darker side without the heavy, often uncomfortable, crime tours, this offers a lighthearted, theatrical alternative.

While it might be less suitable if you prefer traditional museums or more relaxed sightseeing, it offers a memorable experience that combines entertainment, culture, and sightseeing all in one package.

FAQ

Is the tour suitable for all ages?
Yes, the tour is generally suitable for all ages, especially since it’s designed to be fun and interactive. However, young children might need assistance or encouragement with the storyline.

How long does the tour last?
It lasts approximately two hours, covering about one mile of walking through Chicago’s Gold Coast and nearby neighborhoods.

What should I wear?
Comfortable shoes are recommended because of the walking involved. Also, bring rain gear if the forecast calls for rain, as the tour runs rain or shine.

Are there any restrictions?
The tour is not suitable for people with a cold or respiratory illness, and wheelchair accessibility is available, making it inclusive for those with mobility challenges.

Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours in advance for a full refund, giving you flexibility to plan accordingly.

What’s included in the ticket price?
Your ticket includes the interactive murder mystery game, costumes for photos, souvenir mugshots, and the guided walking tour.

Is the guide experienced?
Reviewers have consistently praised the guides for their professionalism, energetic storytelling, and ability to keep guests engaged. Andre, in particular, was highlighted for his flair.

Where does the tour start and end?
It begins on the steps of the Chicago Water Tower at 806 N Michigan Ave and ends nearby at The Drake Hotel.

Final Words

The Chicago Murder Mystery Tour offers a refreshingly playful approach to exploring the city’s historic neighborhoods. It’s a perfect pick for those who enjoy storytelling, role-playing, and discovering Chicago’s upscale streets with a bit of suspense and humor. For a reasonable price, you get to walk through iconic sights while actively participating in a theatrical whodunit — a true highlight for a day in the Windy City.

Whether you’re visiting Chicago for the first time or a seasoned local looking for a different perspective, this tour provides a good dose of fun, education, and personality. It’s an experience that’s likely to linger in your memory long after the clues are solved.