If you’re curious about Chicago’s shadowy past, the Chicago Creepy Cruise offers a 90-minute journey into the city’s haunted stories, mobster legends, and mysterious sightings. This evening tour on the Chicago River combines a little history, a splash of ghostly tales, and a chance to see the city’s glowing skyline — all from the comfort of a boat. It’s a lively way to spend an evening, especially if you enjoy stories that send a chill down your spine or just want a different perspective on the city’s vibrant lights.
What we find appealing about this experience is the stunning nighttime views of the Chicago skyline — especially when the city is lit up in full glow. Plus, the knowledgeable guides seem to be a highlight, often praised for their storytelling skills. However, a word of caution: some reviews note that the narration can be monotone or inconsistent, which might impact the overall fun if you’re hoping for a riveting storytelling performance. This cruise best suits those interested in spooky tales, city views, or an easy, relaxed evening activity.
For those who enjoy authentic local legends delivered with a touch of humor, and don’t mind a cool breeze on the water, this cruise can be a memorable outing. It’s also a good choice for travelers looking for an affordable, light dose of entertainment with a dash of Chicago’s darker stories.
Key Points

- Stunning Nighttime Views: The illuminated Chicago skyline makes this a visual treat.
- Engaging Guides: Many reviews praise the storytelling, making the experience more immersive.
- Affordable Price: At $45 per person, it offers good value for a scenic and spooky night out.
- Short & Sweet: About 90 minutes, fitting comfortably into an evening itinerary.
- Limited Alcohol Options: Beverages are available for purchase but not included.
- Potential for Boredom: Some guests found the narration dull or unoriginal, so expectations should be tempered.
An In-Depth Look at the Chicago Creepy Cruise

You can also read our reviews of more boat tours in Chicago
What to Expect from the Itinerary
This cruise begins at the Chicago Riverwalk, located at 112 E Wacker Dr. You’re advised to arrive at least 30 minutes early to settle in, find your spot, and get comfortable. The experience lasts about 1 hour 30 minutes, cruising along the river as night falls, offering a different perspective of Chicago’s famed architecture and skyline.
Stops and sights: The boat glides past some of Chicago’s most renowned landmarks. While the tour doesn’t make specific stops, it provides continuous views of the Chicago Riverwalk and passes several iconic buildings whose illuminated forms are especially striking after dark. If you’re a fan of cityscapes, the sights are often described as “gorgeous,” with the added thrill of hearing eerie stories and legends.
The Stories & Narration
The core of this experience is the storytelling. The guide shares tales of ghost sightings, haunted locations, mobsters, and Chicago’s darker history. Several reviews highlight the guide’s fun and engaging manner, especially Andy, who is praised for his storytelling and banter. One reviewer notes, “Great guide and great stories! Creepy history, but with humor and jokes included to keep things light and fun.”
However, some guests mention that the narration can sometimes be monotone or feel memorized, which might make parts of the ride less captivating. For instance, one reviewer said, “The person speaking was monotone, talked too fast, and overall boring.” This inconsistency means that if storytelling is your main reason for booking, you might experience some uneven moments.
Scenic Views & Atmosphere
The nighttime vistas are a major draw. Travelers often comment on how beautiful the city looks lit up against the night sky, making the cruise a picture-perfect moment. The lights reflect off the river, creating a magical setting. Plus, the boat’s open-air design allows you to enjoy the cool evening air and the sights without feeling cramped.
Comfort & Facilities
The boat includes a restroom on board, which is convenient for a 90-minute ride. Be aware, though, that the river gets quite cold at night, so dressing warmly is advisable. Several reviews recommend bringing a jacket or blanket to stay comfortable, especially if you’re sensitive to the wind on the water.
Group Size & Atmosphere
The tour can host up to 250 travelers, but most experience a cozy, manageable group. The shared experience can be lively, but some reviews note that distractions from other guests (like loud talkers) can diminish the storytelling’s impact. A quiet, attentive group enhances the spooky atmosphere.
Value and Practical Considerations

At $45 per person, this cruise is priced competitively for a scenic and story-driven experience. It’s a cost-effective way to enjoy a different side of Chicago without breaking the bank. The included restroom and the availability of drinks for purchase add convenience, though the selection is limited to beer and wine.
Booking is straightforward with mobile tickets, and the free cancellation policy offers flexibility for planning your Chicago night out. You should plan to arrive early, as the boat departs promptly at 9:30 PM, and reviews suggest being prepared for a cool evening.
Who Will Love This Tour?
This experience suits travelers who enjoy ghost stories, spooky legends, or Chicago’s crime history. It’s perfect for those seeking lighthearted entertainment with scenic views, especially if you like stories delivered with humor and a bit of theatrical flair. It’s also suitable for families, couples, or groups looking for a relaxed, informal outing.
Who Might Be Less Satisfied?
If you’re expecting professional storytelling or a more intense haunted experience, the reviews of variable narration quality suggest you might find it less engaging. Also, those looking for a more educational or architectural-focused tour may find the “dark stories” theme less fulfilling.
The Sum Up: Who is this cruise best for?
The Chicago Creepy Cruise offers a fun, atmospheric way to see the city’s illuminated skyline while enjoying some spooky tales. It’s a great choice for those who love ghost stories, mobster legends, or just a relaxing evening on the water. The guides’ personalities and the scenery often shine through as highlights, making it a memorable experience for many.
If you’re on a budget but want a lively, engaging activity that combines visual splendor with chilling stories, this cruise hits the mark. It’s particularly enjoyable on a mild, clear night when the city’s lights are at their best, and the river’s breeze makes the experience even more invigorating.
However, temper your expectations regarding storytelling quality—some reviews suggest it can be hit or miss—and prepare for the cool air with warm clothing. This tour is ideal for adventure seekers, night owls, or those with a penchant for ghostly tales. It’s a lighthearted, entertaining way to add a dash of thrill and sparkle to your Chicago evening.
FAQ: Your Questions Answered
Is the Chicago Creepy Cruise suitable for all ages?
Most travelers can participate, including families, as the content is generally appropriate. However, the spooky stories may be more appealing to older children and adults.
How long does the tour last?
It lasts approximately 1 hour 30 minutes, making it a manageable outing that fits well into an evening schedule.
Where does the tour start and end?
The tour begins and ends at 112 E Wacker Dr on the Chicago Riverwalk, with no additional transportation needed after the cruise.
Are beverages included?
No, beverages are not included. You can purchase beer and wine on board if you wish.
What should I wear?
Dress warmly, especially if you’re sensitive to cold or wind, since the river can feel chilly at night.
Can I cancel the booking?
Yes, you can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans change.
In summary, the Chicago Creepy Cruise provides a relaxing yet intriguing way to experience the city’s nighttime beauty and ghostly lore. With a decent price point and friendly guides, it’s a memorable option for those interested in Chicago’s more mysterious side. Just keep your expectations in check regarding narration, and plan to dress for cooler evening temperatures. A good story and a spectacular view await — perfect for a fun, atmospheric night in the Windy City.
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