Explore Chicago’s Haunted Past on the Haunts and Hooligans Tour
See more
Discover Chicago’s haunted past on the Haunts and Hooligans Tour, a spooky journey through secret parlors, underground tunnels, and ghostly movie theaters. Whether you're new to the city or a longtime resident, this tour offers chilling stories that might leave you with memories you’d rather forget.
Starting at the haunted Harry Caray’s Italian Steakhouse in downtown Chicago, a costumed guide will lead you through the city’s darker history. You'll explore the ghostly tales of infamous bootleggers, long-dead specters, and supernatural hotspots that still linger in the Windy City.
In just 1.5 hours, you'll get an immersive experience filled with eerie stories, historical insights, and a glimpse into Chicago’s haunted underworld. This tour is perfect for adults who enjoy a mix of history and ghostly legends, with a small group size for a more intimate experience.
Frequently asked questions
How long is the Chicago Haunts and Hooligans Tour?
The tour lasts approximately 1.5 hours.
What language is the tour conducted in?
The tour is available in English.
What is the group size?
Groups are limited to up to 10 participants.
Is the tour suitable for children?
The tour is designed for adults aged 18 to 99. Travelers should have at least a moderate level of physical fitness.
What’s included in the tour?
A local guide and tour escort/host are included.
Are drinks or gratuities included?
Alcoholic drinks are available for purchase, and gratuities are not included.
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 1.5 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Local guide
- Tour escort/host
Not included
- Alcoholic drinks (available to purchase)
- Gratuities
Itinerary
-
Stop 1
Meet your costumed guide at Harry Caray's Italian Steakhouse, once home to notorious gangster Frank Nitti. Here, you'll hear spooky stories from Chicago's gangster past and have the chance to purchase drinks before the walking tour begins.
Meeting point & pickup
Meet at the starting point
Harry Caray’s Italian Steakhouse. The guide will be inside, dressed in a Roaring 20s costume, standing near the front.
Open in Google MapsCancellation & confirmation
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
- 100% refund if cancelled at least 1 day before
- 0% refund if cancelled within 0–1 day
- May be canceled due to bad weather
- May be canceled if there are not enough travelers
Instant confirmation
Your booking is confirmed immediately after checkout.
From $34.77 per person
- Free cancellation
- Secure checkout with our booking partner
