Booking Wolf
Chicago Mobs and Haunts Walking Tour
cultural

Chicago Mobs and Haunts Walking Tour

by ExperienceFirst

2 hours
New York City
$30.60$34 on ViatorSave 10%/person
From
$30.60$34 on ViatorSave 10%per person

Choose from 1 available option

2 hours
Starting time
Friday 11 September 2026
Language
English
Free cancellation until 10 Sept 2026.
$61.20$68Save 10%
2 adults × $30.60
All taxes and fees included

How do you want to book?

Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.

Book on Viator Confirmed right away, but you pay full price.$68

Overview

The tour begins on foot through Chicago’s streets where guests encounter stories about mobsters and ghostly figures connected to the city’s past. This walking tour lasts between 90 minutes and 2 hours and covers several locations in the Loop area, including Grant Park and the Alley of Death. A local guide leads the group, sharing detailed accounts of Chicago’s criminal history and paranormal reports. Participants visit one of America’s most haunted hotels and hear about its eerie events. The route then continues to the former 226 Club, a known hangout for Al Capone. The guide also takes the group beneath the elevated train tracks, an area once associated with crime and illegal activities. The final stop is the Alley of Death, a place noted for unusual and supernatural occurrences. The tour focuses on storytelling and observation rather than physical activity beyond walking. A professional local guide is included, but gratuities are not.

Highlights

Walking tour through Chicago’s Loop district
Visit a haunted hotel with ghost stories
Stop at Al Capone’s former 226 Club hangout
Explore under the elevated train tracks known for crime
See the Alley of Death noted for supernatural activity
Tour lasts 90 minutes to 2 hours with local guide

What's included

Local guide who is professional and entertaining

What's not included

Tips and gratuities

Itinerary

1

Haunted Hotel

The group hears detailed stories about one of the most haunted hotels in the United States, including accounts of paranormal events linked to the building.

15 min

2

Former 226 Club

Visitors learn about the location that was once called the 226 Club, a popular hangout spot for Al Capone during his time in Chicago.

15 min

3

Under the 'L'

The tour proceeds beneath Chicago’s elevated train tracks, an area historically known for crime and vice activities.

15 min

4

Alley of Death

The final stop is the Alley of Death, a narrow passage known for strange and supernatural events reported by locals and visitors.

15 min

Meeting point

Meet your tour guide in front of the Congress Plaza Hotel & Convention Center. The hotel address is 520 S. Michigan Ave, Chicago, IL 60605. Your guide will be wearing an orange hat that says “ExperienceFirst”.

End point

This tour ends near N. Michigan Avenue and Wacker Drive.

Languages

English (guide)

Cancellation policy

  • Cancel at least 24 hours before start for a full refund.

Additional info

1–15 travelers per booking
Mobile ticket
Service animals are welcome
Reachable by public transport
Infants travel on an adult's lap
Not advised for anyone with back or spinal problems
Not advised during pregnancy
Not advised for anyone with a heart condition
Suitable for all fitness levels
Total
$61.20Save 10% vs Viator