Prairie Avenue Haunted History Tour and Ghost Hunt: A Spooky Stroll Through Chicago’s Gilded Age

If you’ve ever wondered what lurks behind the grand facades of Chicago’s historic mansions, the Prairie Avenue Haunted History Tour and Ghost Hunt offers a chance to explore Chicago’s original Millionaires Row after sunset. For around $40 per person, you’ll spend approximately 2 hours and 20 minutes wandering through the Near South Side, armed with ghost-hunting gear and a sense of curiosity. This tour combines history, Victorian architecture, and ghostly stories, making it a unique experience for anyone interested in Chicago’s past — and its spirits.
What we love most about this experience is how it makes history feel alive (or perhaps, eerily present). The knowledgeable guide, Tony, weaves engaging tales of scandals and spectral sightings, making the neighborhood’s Gilded Age mansions come to life. Plus, the use of ghost-hunting equipment adds a fun, interactive element that appeals to both history buffs and thrill-seekers alike.
A potential drawback is the weather, which reviewers mention can be chilly or rainy — so dressing warmly is a smart move. Also, since the tour is conducted in the evening, it’s best suited for those comfortable walking outdoors after dark. This tour is perfect for history lovers, ghost enthusiasts, and curious travelers who enjoy a little spooky storytelling paired with impressive architecture.
Key Points
- Historical and spooky combo: This tour offers a blend of Gilded Age history and ghost stories, perfect for those who love a bit of both.
- Interactive ghost-hunting: You’ll get to use ghost-detection gear, making this more than just a passive storytelling experience.
- Expert guide: Tony’s well-reviewed knowledge and enthusiasm make the stories engaging and authentic.
- Great value: At $40, it provides a rich experience packed with sights, stories, and fun surprises.
- Comfort and considerations: Dress warmly and be prepared for an outdoor walk in the evening.
- Ideal for diverse interests: Whether you’re into architecture, history, or supernatural tales, this tour appeals to a broad range of travelers.
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Exploring Chicago’s Prairie Avenue: A Step Back in Time and Into the Shadows

Chicago’s Prairie Avenue Historic District is more than just a stretch of ornate mansions from the Gilded Age; it’s a neighborhood buzzing with stories of scandal, wealth, and ghostly whispers. When you join this ghost hunt, you’re stepping into a part of the city that has fascinated locals and visitors alike for generations. Here’s what makes this tour a worthwhile addition to your Chicago itinerary.
The Itinerary in Detail
Start at the Glessner House — the tour’s meeting point — which itself is a treasure of Victorian architecture. Your guide, Tony, begins by setting the scene with fascinating anecdotes, historical scandals, and ghost sightings associated with this historic mansion. You’ll then move on to the Marshall Field Jr. Mansion, known for its allure and rumored ghostly activity, and the Henry B. Clarke House, the oldest Chicago building, with stories of its sordid past.
Next, the tour takes you past the Keith House, a distinctive 1870s mansion with its own ghostly legends. The Second Presbyterian Church adds a Gothic touch, with tales of haunted pews and spectral visitors. The final stop is the Prairie Avenue Historic District itself, which is rich with stories about famous residents like George Pullman, the inventor of the Pullman sleeping car, and Henry Ives Cobb, architect of the Newberry Library.
What to Expect at Each Stop
At each location, you’re given a 20-minute window to explore and hear stories. The focus is on scandals, ghost sightings, and Victorian glamour, all delivered with a lively narrative style. The Marshall Field Jr. Mansion is especially memorable for its mix of grandeur and ghostly whispers — a story that some guests say is “worthwhile” despite the cold.
The Clarke House provides a glimpse into Chicago’s sordid early history, while the Keith House showcases Victorian architecture alongside chilling tales. You’ll also step inside or view Second Presbyterian Church, which boasts its own haunted reputation. The final hour in the district consolidates all the stories, painting a vivid picture of Chicago’s Gilded Age elite and their secrets.
The Ghost-Hunting Element
What sets this tour apart from typical historic walks is the ghost-hunting gear provided. You don’t have to be a paranormal enthusiast to find this fun — it simply adds a layer of excitement and interactivity. The equipment sparks curiosity and brings the stories to life in a new way. As some reviews mention, “using ghost-detection tools” made the experience more engaging, especially for those who enjoy a bit of hands-on adventure.
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The Group Size and Atmosphere
With a maximum of 25 travelers, the group feels intimate enough for personal questions but large enough to foster a lively atmosphere. Most guests rave about their guide, Tony, who “knows the neighborhood inside out” and “has stories that are both entertaining and believable.” The reviews suggest that Tony’s enthusiasm and knowledge greatly enhance the overall experience.
Practical Tips and Considerations
- Dress warmly, especially in colder months, as the tour takes place after dark and involves outdoor walking.
- Be prepared to walk for about 2 hours and 20 minutes, so comfortable shoes are a must.
- The tour departs at 8:00 pm from the Glessner House, so plan your evening accordingly.
- The tour is suitable for most travelers, including those with service animals, and is accessible via public transportation.
- Since the experience is non-refundable, confirm your plans before booking.
Why This Tour Is a Good Investment
For $40, you get more than just a walk through historic streets — you gain a multisensory experience that combines history, architecture, and ghost stories. The guide’s storytelling skills and the interactive ghost-hunting gear create an engaging atmosphere that appeals to a wide audience. Reviewers consistently praise the knowledgeable guides and the stunning views of Victorian mansions, making it clear that the experience offers good value for money.
While the weather can be a concern, most find that it’s worth braving the chill or rain for the insights and fun. The tour’s length is just right — not too long to tire out, but enough to cover several highlights with detail.
Who Will Enjoy This Tour?
This experience is perfect for travelers who love history and architecture but also enjoy a touch of the supernatural. It’s an excellent choice for date nights, small groups, or anyone curious about Chicago’s Gilded Age past and ghost legends. If you’re looking for an authentic, immersive, and entertaining evening that offers a different perspective on Chicago, this tour fits the bill.
Frequently Asked Questions
Is this tour suitable for children?
While most of the stories are appropriate for a general audience, the spooky theme and outdoor walking after dark make it best suited for teenagers and adults.
Is the ghost-hunting equipment real?
The equipment is provided for fun and interactivity. It’s not scientific but adds a playful element to the experience.
How long does the tour last?
It runs approximately 2 hours and 20 minutes from start to finish, including stops and walking time.
Where does the tour start and end?
It begins in front of the Glessner House at 1800 S Prairie Ave and ends back there as well.
Are there any age restrictions?
Most travelers can participate, but the tour is geared toward older children and adults due to the walking and spooky stories.
Is this a walking tour or a bus tour?
It’s a walking tour, so comfortable shoes are recommended.
What should I wear?
Dress warmly and in layers, especially in colder seasons, since much of the tour takes place outdoors at night.
Final Thoughts
The Prairie Avenue Haunted History Tour and Ghost Hunt offers a delightful mix of history, architecture, and ghostly tales in one engaging walk. It’s clear from reviews that Tony’s storytelling makes the neighborhood’s secrets come alive, and the interactive ghost-hunting gear keeps participants excited and involved. The stunning Victorian mansions and haunting legends provide a memorable way to experience Chicago after dark.
This tour appeals to those eager for authentic stories and spooky surprises, as well as anyone interested in the Gilded Age glamour of Chicago’s past. It’s a well-priced, fun, and educational experience that makes you see the city’s historic streets in a new light — or perhaps, in the case of the spirits that linger, a new shadow.
If you’re in Chicago and curious about its haunted history, or simply want an entertaining evening exploring a neighborhood full of stories and specters, this tour is worth considering. Just remember to dress warmly, bring your curiosity, and prepare for a few spooky surprises.
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