Free cancellation

Chicago Crime, Mobsters & Ghosts Walking Tour

4.7 (461 reviews) · By ExperienceFirst

Step into the shadows of Chicago on the Chicago Crime, Mobsters & Ghosts Walking Tour. Walk along historic streets and alleys where stories of gangsters, haunted sites, and dark deeds come alive. This tour is perfect for anyone fascinated by true crime, ghost stories, and Chicago’s gritty past.

Led by an expert local guide, you'll explore iconic spots from the haunted hotels to former mob hangouts. Discover the secrets behind places like the Alley of Death and the old Prohibition-era hotspots. Expect a mix of thrilling tales and eerie encounters that will leave you looking over your shoulder.

Whether you're a history buff or just love a good ghost story, this tour offers a captivating look at Chicago’s darker side. It’s a fun, spooky adventure that combines storytelling with a walk through the city’s most haunted and notorious locations.

Join us for 1.5 to 2 hours of chills, history, and ghostly mysteries in the heart of Chicago. Bring your curiosity and prepare for a memorable journey through the city’s haunted past.

Frequently asked questions

How long does the Chicago Crime, Mobsters & Ghosts Walking Tour last?

The tour lasts between 1.5 and 2 hours, giving you plenty of time to soak in the stories and explore the city’s haunted spots.

Is the tour suitable for children?

Yes. The tour is suitable for all ages, including infants (0-3), children (4-12), and adults (13-99).

What should I wear or bring?

Wear comfortable shoes and dress for the weather. Since the tour involves walking outdoors, bring water and any personal items you might need.

Are there any accessibility considerations?

Yes, the tour is suitable for all physical fitness levels, making it accessible to most participants.

How do I meet the tour guide?

Meet in front of the Congress Plaza Hotel & Convention Center at 520 S. Michigan Ave. The guide will be wearing an orange hat with a 'ExperienceFirst' sign.

Can I cancel my booking?

Yes. You can cancel for a full refund if you do so at least 24 hours before the scheduled start time. Cancellations made within 24 hours are non-refundable.

Free cancellation

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

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 1.5 hours – 2 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 1.5 to 2 hours
Languages English
Group size Up to 20 people
Ages accepted Infants 0-3, Children 4-12, Adults 13-99
Accessibility Suitable for all physical fitness levels

What's included

Included

  • Expert, entertaining local guide

Not included

  • Gratuities

Itinerary

A 1.5 to 2-hour walk through Chicago's most haunted and notorious sites, revealing stories of mobsters, ghosts, and dark history.

  1. Stop 1

    Hear harrowing tales about one of America's most haunted hotels.

    15 minutes
  2. Stop 2

    Visit the former '226 Club,' a favorite hangout of Al Capone.

    15 minutes
  3. Stop 3 Pass by

    Pass by Printers Row Park, the former headquarters of the team that took down Al Capone.

  4. Stop 4

    Explore under the 'L', once a hotbed of crime and vice.

    15 minutes
  5. Stop 5 Pass by

    A well-known spot for mobsters during Prohibition.

  6. Stop 6 Pass by

    Visit a location famous for ghostly sightings.

  7. Stop 7

    Walk through the Alley of Death, known for supernatural activity.

    15 minutes
  8. Stop 8 Pass by

    View a scenic waterway with a history of tragedy.

Meeting point & pickup

Meet your guide at the start point.

Gather in front of the Congress Plaza Hotel & Convention Center at 520 S. Michigan Ave. Look for the guide wearing an orange 'ExperienceFirst' hat.

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Cancellation & confirmation

Free cancellation

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

  • 100% refund if canceled at least 1 day in advance
  • No refund if canceled within 24 hours

Instant confirmation

Your booking is confirmed immediately after checkout.

From $34.00 per person

Infant Age 0–3
0
Child Age 4–12
0
Adult Age 13–99
1
  • Free cancellation
  • Secure checkout with our booking partner

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