If you’re looking for a different take on Chicago’s iconic skyline, the Chicago Creepy Cruise offers just that—an hour and a half of haunting tales, eerie stories, and stunning city lights. While it’s not a full-blown ghost-hunting expedition, this cruise mixes historical lore, spooky legends, and lively storytelling to make for a memorable night on the water.
What makes this tour stand out? First, it’s the knowledgeable guides who weave stories with humor and flair, making each tale more engaging. Second, the nighttime vistas of Chicago’s skyline, lit up against the twilight sky, are truly breathtaking. Third, the affordable price point of around $45 per person offers a reasonably priced way to combine sightseeing with a bit of spooky fun.
However, some guests note that the narration can sometimes feel monotone or rushed, which might detract from the overall experience. Also, the stories tend to focus more on ghostly legends and Chicago’s darker history rather than architecture or lighter local tales. This tour is best suited for those who enjoy a mix of spooky storytelling and city views, and it appeals to families, couples, or small groups looking for a fun, eerie night out.
Good To Know

- Engaging Guides: The tour is led by knowledgeable storytellers who keep the narration lively and entertaining.
- Stunning Night Views: Experience Chicago’s beautifully lit skyline from the water, ideal for photography and relaxed sightseeing.
- Affordable Value: At $45 per person, it offers a good price for a unique city experience with included restroom facilities.
- Dark Side Stories: Focus on haunted tales, mobsters, and ghost stories that add a creepy twist to your Chicago visit.
- Flexible Cancellation: Free cancellation up to 24 hours in advance makes it easy to plan or reschedule.
- Group Size: Max 250 travelers, ensuring a lively but manageable group atmosphere.
A Deep Dive into the Chicago Creepy Cruise Experience

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Meeting Point & Accessibility
The tour begins at 112 E Wacker Dr, a central and easily accessible location on Chicago’s riverwalk. Being near public transit makes it convenient whether you’re staying downtown or coming from elsewhere in the city. You’re advised to arrive 30 minutes early to settle in and find your spot comfortably. The boat departs promptly at 9:30 PM, so punctuality is key to avoid missing out.
Duration & What to Expect
Spanning roughly 1 hour 30 minutes, this cruise offers a compact but rich experience. Expect a leisurely ride along the Chicago River, passing key landmarks while your guide shares stories of hauntings, mobster legends, and mysterious sightings. The boat is equipped with restrooms on board, a thoughtful amenity considering the 90-minute duration.
The Itinerary Breakdown
The tour’s route takes you from Chicago’s famous river walk, which is packed with restaurants, bars, and attractions, to several notable landmarks. While the itinerary doesn’t specify exact stops, the cruise passes and views these iconic sites:
- The Chicago Riverwalk, a lively hub of activity, sets the scene with its vibrant atmosphere.
- Several famous landmarks line the route, and passengers get a chance to view them from the water—perfect for night photography.
- The cruise offers photo-worthy views of the skyline, illuminated against the night sky, making it a favorite for locals and visitors alike.
Stories & Commentary
The narration is a mixed bag based on reviews. Many guests praise guides like Andy, who tell stories with humor and energy, making the history come alive. Some reviews mention that the stories lean heavily into ghostly legends and Chicago’s mobster past, with some guests noting that the storytelling can sometimes feel “made up on the fly” or monotone.
One review highlights that the guide kept the audience engaged, blending creepy tales with jokes, which kept the mood light despite the dark subject matter. However, others felt the narration lacked emotion or was too rushed, affecting the overall immersion.
Atmosphere & Experience
The twilight setting adds a mysterious vibe, with the cool night air and the glow of city lights creating a perfect backdrop. Several reviewers suggest bringing a jacket or blanket, as it can get quite chilly, especially with wind whipping off the river.
The scenery is undoubtedly a highlight. The illuminated Chicago skyline makes for gorgeous photos, and the calming river environment offers a peaceful yet slightly eerie feel that complements the ghost stories.
Price & Value
At $45 per person, this cruise falls into the reasonable price bracket for a city tour with storytelling. Considering the included restroom and the stunning views, many guests see it as good value—especially when compared to other Chicago attractions that can cost significantly more.
The tour is approximately 90 minutes long, which provides enough time for storytelling, sightseeing, and photos without feeling rushed. For those who enjoy ghost stories, history, or just a different way to see Chicago at night, the price makes this a compelling option.
Who Would Love It?
This tour is perfect for history buffs, fans of the supernatural, or groups looking for a fun, spooky night activity. It’s suitable for couples, families, or friends who enjoy storytelling and scenic views. Those seeking a quiet, romantic experience might find the lively narration a bit too energetic, but most will appreciate the mix of entertainment and sightseeing.
Potential Drawbacks
Some guests expressed disappointment when the storytelling was perceived as bland or unengaging. It’s also worth noting that the focus on creepy legends may not appeal to everyone, especially if you’re expecting more architectural insights or lighter tales. Plus, some reviews mentioned a misunderstanding about the boarding time or experience with staff, so punctuality and clarity are advised.
The Sum Up: Is the Chicago Creepy Cruise Worth It?
For travelers wanting a unique night out that combines Chicago’s stunning skyline with spooky stories, this cruise offers a fun, affordable, and visually impressive experience. It’s especially appealing if you enjoy ghost tales, mobster legends, or simply want a different perspective on the city’s history.
The guides, especially those like Andy, make a real effort to entertain, and the picturesque views of the lit-up skyline provide a great backdrop for photos and relaxed sightseeing. The price point is reasonable, and the included amenities like restrooms add to the convenience.
However, if you’re after detailed architecture commentary or a more polished narration, you might find some of the storytelling a bit lacking. It’s also not a heavily scary experience—more spooky than terrifying—so perfect for those who like a chill, creepy vibe without being overwhelmed.
Ultimately, this tour suits those who want to combine scenic city views with some entertaining ghost stories in a lively group setting. It’s a fun, slightly spooky way to see Chicago from a different angle, especially on a clear night when the skyline is at its most spectacular.
FAQ: Your Questions About the Chicago Creepy Cruise

Is this tour suitable for children?
Most travelers can participate, and it’s family-friendly in terms of content. However, the spooky stories might be better suited for older children or teenagers who enjoy ghost tales.
How long is the cruise?
The cruise lasts about 1 hour 30 minutes, making it a manageable evening activity without feeling overly long.
Where do I meet for the tour?
The meeting point is at 112 E Wacker Dr, a central location on the Chicago Riverwalk, close to public transportation.
Can I buy drinks on board?
Alcoholic beverages are available for purchase, but they are not included in the ticket price. Coffee and tea are also on offer.
What should I bring?
Dress warmly, especially in cooler months or evenings. Bringing a jacket or blanket is recommended since wind can pick up on the river.
Is there any parking nearby?
While the tour meeting point doesn’t specify parking, the description mentions that parking at the nearby lot on 430 N. Rush is convenient. Arriving early is advised.
What if I need to cancel?
You can cancel up to 24 hours before the tour for a full refund. Cancellations within this window are not eligible for refunds.
Are the stories factual?
Guides share a mix of historical legends, ghost stories, and local lore—some based on true events, others more folklore. The storytelling style varies among guides.
In summary, the Chicago Creepy Cruise combines spectacular night views with entertaining ghost stories, making it a unique way to experience the city’s darker tales. It’s ideal for those seeking an affordable, light-hearted spooky adventure that’s as much about the scenery as the stories. Just remember to dress warm, arrive early, and keep your expectations in check regarding narration style—most guests find it a fun, memorable experience.
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