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Gangsters and Ghosts Tour in Chicago provided by Chicago Gangsters and Ghosts Tours

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Gangsters and Ghosts Tour in Chicago

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2 adults
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Combine a Chicago history lesson with supernatural tales for an ideal activity for adults and kids. Go back in time on the Gangsters and Ghosts tour to hear about Chicago in the roaring 1920’s when speakeasies around The Loop attracted notorious bootleggers and gangsters including Al Capone. See former gangster hangouts and haunted places like Congress Hotel, Palmer House, and Death Alley, with lively commentary from your historian guide.
You'll start at
71 E Wacker Dr
71 E Wacker Dr, Chicago, IL 60601, USAThe tour meets outside under the "Hoyt's" sign in front of Hoyt's Restaurant at The Wyndham Grand Riverfront Hotel.
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  • 1
    The Loop
    Stop: 60 minutes -
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  • 2
    Millennium Park
    Stop: 15 minutes -
    See details
  • 3
    Palmer House Hilton Historic Lobby
    Stop: 20 minutes -
    See details
  • 4
    Chicago Riverwalk
    Stop: 15 minutes -
    See details
    Pass by Cloud Gate
  • 5
    The Chicago Theatre
    Stop: 15 minutes - Admission excluded
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  • 6
    The Congress Plaza Hotel & Convention Center
    Stop: 15 minutes -
    See details
You'll end at
520 S Michigan Ave
520 S Michigan Ave, Chicago, IL 60605, USA
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  • Walking tour of Chicago with a ghost and gangster theme
  • Includes admission to The Chicago Theatre
  • Insightful commentary shared by the guide
  • Mixture of historical fact and ghost stories makes for a fun tour
Important Information
Departure Point
71 E Wacker Dr, Chicago, IL 60601, USA
Return Details
520 S Michigan Ave, Chicago, IL 60605, USA
  • Gratuities
  • Entry/Admission - The Chicago Theatre
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Additional Info
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Near public transportation
  • Travellers should have a moderate physical fitness level
  • No touch check in
  • Guides will be wearing mask and social distancing 6 ft from tour group
  • Employee's temperatures will be checked daily
  • This experience requires good weather. If it’s cancelled due to poor weather, you’ll be offered a different date or a full refund
  • This tour/activity will have a maximum of 10 travellers
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Traveller rating
  • 674
  • 82
  • 31
  • 8
  • 7
Traveller type
Time of year
Popular mentions
Sandra B wrote a review Today
Leander, Texas2 contributions
Dylan was a fantastic tour guide. He was highly knowledgeable and funny. Would recommend this tour while visiting the windy city.
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Date of experience: July 2020
Mike S wrote a review Today
Wisconsin Dells, Wisconsin80 contributions28 helpful votes
We had an evening free in Chicago and wanted to check out more of this city. This tour was a lot of fun. We heard stories and details around the gangster hot spots in the city, as well as, the historical nature that built parts of Chicago. I would recommend this for anyone
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Date of experience: June 2020
Colleen wrote a review Yesterday
Midvale, Utah1 contribution
Awesome! Dylan was great and had the best corny jokes! I recommend the tour especially if you want something fun to do during the pandemic.
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Date of experience: July 2020
Rickey D wrote a review Yesterday
2 contributions
Lauren was very knowledgeable and a lot of fun on the tour. Cool tour at the right price. Would recommend.
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Jayme S wrote a review 3 Jul
1 contribution
We had a great tour from Lauren! She was so knowledgeable and entertaining. We really enjoyed her stories about the history of Chicago. It was awesome! I recommend it and I recommend booking Lauren if you can!
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Date of experience: July 2020
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Chicago Gangsters and Ghosts Tours
Rickey D
Great Tour and price point.
Lauren was very knowledgeable and entertaining. We had lots of fun! Kept the group safe and ensured plenty of time
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Do The Gangster Tour - Ask for Lauren!
This is a fascinating look back into a unique component of American history along with a excellent walking tour an
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Joy L
Fun and informative
Lauren was extremely knowledgeable and did a great job of incorporating fun facts with grisly history.
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Chicago Gangsters and Ghost Tour
It was such a great tour! Learned a lot about Chicago’s history!! Laura was personal and professional! Great com
Read more
Tom V
Interesting and Informative
I was in Chicago for a long weekend, found this tour through an online search, and figured that it might be a good
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Chicago's spooky past come to life!
If you have a couple of hours and are looking for an interesting way to learn some fascinating history that makes C
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Nicholas F
the gangster tour
highly recommended, worth every penny! 2 plus hours, very informative, easy walk and full of great one liners, the
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Another side of Chicago
A fun way to spend a couple of hours, with Lauren full of information. Also taking care to stop us from freezing o
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A lot of walking but very interesting..
Our guide was good and explaining the history surrounding the story. Just be prepared to walk and walk.... Overall
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Mehru B
Very interesting
This is a great way to get to know a bit of the history of Chicagos gangsters and some of the lesser known incident
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Larry Z
Very informative
If you are interested in the history of mobsters, which my wife and I are, then this tour is well worth taking. Not
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our guide made it fun he knew was he was talking about... it was a nice way to learn about chicago... we really enj
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Great tour
We took the tour on Nov. 9,2019 it was very entertaining and informative at the same time. Tour guide,Stephan was
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Good historical tour with excellent guide!
Our tour guide was witty, friendly, and knowledgeable! We learned a lot about Chicago’s history and heard some very
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Listen Carefully
This was a great tour- Connor did a fine job. It was hard to hear him sometimes with all of the street noise. If yo
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Key Details
  • Duration: 2h
  • Mobile Ticket Accepted
  • Free Cancellation up to 24 hours in advance
  • Instant Confirmation
  • Languages Offered: English
Why Book on Tripadvisor?
  • Reserve Now & Pay Later
  • Free Cancellation up to 24 hours in advance
  • Low Price Guarantee
  • No Booking Fees
  • Secure Payments
  • 24/7 SupportCall:+44 12 2492 8241

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Frequently Asked Questions about Gangsters and Ghosts Tour in Chicago