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Chicago: Gangsters and Ghosts Walking Tour
Halloween 2 hours 4.8 · 6,911 reviews Offered in: English

Chicago: Gangsters and Ghosts Walking Tour

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Overview

Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in Chicago!

You can get the best of both worlds with this 2 in 1, history-based guided walking tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District! Upgrade to the bus tour option to experience the same spine-chilling stories by minibus. Includes one stop for an immersive experience.

  • Recommended by 98% of travelers
  • Badge of Excellence
  • Free cancellation up to 24 hours before
  • Mobile ticket

What's included

Walking or minibus tour of Chicago’s gangsters and ghost stories

Expert Guide

Gratuities

Meeting and pickup

Travelers meet at the meeting point.

Meeting point

Walking tour meeting location: The tour meets outside of "Hoyt's Tavern", your guide will be waiting for you here!

Good to know

Walking tour meeting location: 71 E Wacker Dr, Chicago, IL 60601, USA
The tour meets outside of "Hoyt's Tavern", your guide will be waiting for you here!

Bus tour meeting location: Palmer House a Hilton Hotel, 17 E Monroe St, Chicago, IL 60603, USA. Please meet your tour guide 15 minutes before the start time at the Wabash Street Entrance. This is where your mini bus will depart and drop off!

What to expect

  1. The Loop

    35 min

    The area most associated with gangster era crime and haunting is know as “The Loop”. This was the cities vice district during the roaring 20’s and 1930’s riddled with speakeasy saloons, secret underground tunnels used by bootleggers and the headquarters of famous gangsters such as Al Capone. The tour is about 1.5 miles long with frequents stops and a refreshment/restroom break.

  2. Millennium Park

    15 min

    Home to Cloud Gate and a famous Chicago landmark.

  3. Palmer House Hilton Historic Lobby

    20 min

    Stop for a break at the Palmer House Hotel, rumored to be haunted. The Palmer House Hotel is the oldest hotel in Chicago and considered the oldest continuously operating hotel in the USA.

  4. Chicago Riverwalk

    15 min

    You'll walk along the Riverwalk during the tour, which is guided by a Historian. It is not theatrical, but rather the tales are told in a more “around the campfire” fashion. Spooky and verified ghost stories will be shared throughout the tour along with visiting the famous gangster hang outs.

  5. Cloud Gate

    15 min

    Will be seen on the tour - also known as "the bean!"

  6. The Chicago Theatre

    15 min

    Stop for photos at this famous Chicago landmark!

  7. The Congress Plaza Hotel & Convention Center

    5 min

    Tour ends at the Congress hotel, named one of the most haunted places in the State of Illinois. Al Capone set up his headquarters here, and his ghost is most frequently seen near his old suite on the 8th floor.

  8. Harry Caray's Italian Steakhouse

    15 min

    This is the stop for the bus tour option.

Cancellation Policy

For a full refund, cancel at least 24 hours before the start time.

Times are local to the experience (America/Chicago).

Additional Information

  • Bus tour meeting location: Palmer House a Hilton Hotel, 17 E Monroe St, Chicago, IL 60603, USA
  • Mobile or paper ticket accepted
  • Up to 15 travelers per booking
  • Each booking must include at least one adult.

FAQs about Chicago: Gangsters and Ghosts Walking Tour

Can I cancel Chicago: Gangsters and Ghosts Walking Tour for free?

Yes. For a full refund, cancel at least 24 hours before the start time.

How long does it take?

It takes about 2 hours.

Where does it start?

Walking tour meeting location: The tour meets outside of "Hoyt's Tavern", your guide will be waiting for you here!

What's included?

  • Walking or minibus tour of Chicago’s gangsters and ghost stories
  • Expert Guide

What's not included?

  • Gratuities

Which places does it visit?

It visits The Loop, Millennium Park, Palmer House Hilton Historic Lobby, Chicago Riverwalk, Cloud Gate, The Chicago Theatre, The Congress Plaza Hotel & Convention Center, Harry Caray's Italian Steakhouse.

Which languages is it offered in?

It is offered in English.

Is it suitable for children?

Children must be accompanied by an adult.

Operated by Chicago Tours

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