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Gangsters and Ghosts Tour in Chicago

Badge of ExcellenceChicago, United States

From US$35.00

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Free cancellation
Up to 24 hours in advance.
  • 2 hours (approx.)
  • Mobile ticket
  • Offered in: English


Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
  • Experience the dark past of one of Chicago’s most frequented areas, the Loop
  • Historian guide with expert knowledge of city history
  • Learn the true tales behind Chicago’s gangster past
  • Listen to ghost stories and visit spooky haunted sites

What's Included

  • Walking tour of Chicago’s gangsters and ghost stories
  • Gratuities

Meeting And Pickup

Meeting point

  • 71 E Wacker Dr
    71 E Wacker Dr, Chicago, IL 60601, USA

    The tour meets outside under the "Hoyt's" sign in front of Hoyt's Restaurant at The Wyndham Grand Riverfront Hotel.

End point

  • 520 S Michigan Ave
    520 S Michigan Ave, Chicago, IL 60605, USA

What To Expect

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Near public transportation
  • Travelers should have a moderate physical fitness level
  • This tour/activity will have a maximum of 20 travelers
Operated by Chicago Tours

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

about cancellations.

Traveler Photos

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Traveler Tips

The tour is a walking one so be prepared to be on your feet and keep an eye on the weather as well.
It is a lot of walking be prepared wear comfortable clothes and shoes.
3,538 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-10 of 3,538 reviews
Mysterious & Macabre & worth every dime
Caroline_R, Jan 2023
Baylor was the best guide & storyteller that I have ever experienced. I discovered that she is a comedian & wish her the best. She tells spooky & gangster stories with real feeling. Awesome!
Worth each and every chilly step
veronica_j, Jan 2023
Gangsters and Ghosts successfully recreated The forgotten stories of tragic accidents to every day people .
Great tour!!
tia_h, Jan 2023
Sarah is a great storyteller and kept our attention the whole time!! Even in a snow storm it was still an enjoyable adventure around Chicago to learn fascinating stories about CJ Idaho’s history!
Definitely Recommend
Matthew_B, Jan 2023
Our guide Braeden was personable, funny, and did a great job story telling. If you love American mafia history, or history in general; this is a great little tour. And actually being in the environment is much better than just passing in a bus. Our guide was also happy to give recommendations for other things to do in the city.
I was totally shocked...
Marnita_S, Jan 2023
I was totally shocked about the walking tour. When I received the text about an hour of preparing myself for this event. My receipt stated a bus tour! It was a scam me living in Chicago I would've never selected a walking tour in the winter.
Response from Host, Jan 2023
Would you please show us a receipt saying it was a bus tour? Maybe you showed up at the wrong company? So sorry,I just checked and nowhere does it say it’s a bus tour. Our main competitor is a bus tour however.
Spooky Architecture and History
Emma_L, Jan 2023
Braeden was an awesome tour guide!! His storytelling was excellent, he was so funny, and connected with the group! The tour was so interesting and memorable. Definitely recommend!
Informative, historical, fun
Paula_G, Jan 2023
Lots of fast walking for a grandma, but I made it! Really interesting, enjoyed seeing beautiful buildings and hearing stories. Connor our guide was terrific!
Great job Alan
Carley_J, Jan 2023
Alan did a great job! Very interesting and informative! He keep the group engaged. Really loved going through death alley. He made the story spooky and interesting.
Tour guide was very...
Stacy_N, Jan 2023
Tour guide was very engaging and knowledgeable. Tour itself was very informational. I thought it was very interesting. Glad we did it!
Greg_P, Jan 2023
Guide was entertaining and tour was around 2 hours. Learnt more about the city and enjoyed the route that was taken. Sometimes the stories were a little dragged out and I would have preferred more hard facts on the tour vs anecdotes, but I would recommend overall if you are new to the city or are a local and have a spare few hours in the day.
Nicole_S, Jan 2023
Sarah was awesome!!! You can tell she loves her job and the history of her city , very recommended !!!
Great experience
Jayleen_R, Jan 2023
Rosa was an amazing tour guide. Did an incredible job telling the history of Chicago. Made it enjoyable by including some humor into the tour.
We had a great experience...
Emily_M, Jan 2023
We had a great experience and enjoyed how the tour would switch between the historical ghost stories and Al Capone and gangster stories. Our tour guide Baylor was very knowledgeable and kept us intrigued from stop to stop. The walking distance and pace was very doable and the the break point part way through was a great chance to warm up and check out the empire room. 10/10 would recommend this tour for a more unique historical look at Chicago!
Take the food tour instead
Lauren_T, Jan 2023
The guide spoke too fast and too low for loud outside traffic….it was extremely fast paced. It was not fun
1 traveler found this review helpful
Great experience
Oxana_A, Jan 2023
It was fun, and informative and very good way starting to know Chicago. Highly recommended. Thanks a lot.
Excellent addition for Chicago travel repertoire!
Vikrant_C, Jan 2023
Overall good overview of History pertaining to Gangster and Haunted mysteries associated with Chicago loop area. Organization is good as well as tour guide Ty seemed aware of historical events.
This tour is TOTALLY worth it, especially with Rosa
Valerie_S, Jan 2023
Our guide was Rosa and she was amazing!!! Not only did she know the history, she had a great sense of humor. I've taken tours where things were pretty much scripted,but you could ask her anything and she was well versed. We did see any ghosts, but learning the history of the gangsters and tragedies of Chicago gave us a great reason to return to Chicago and explore more. I still cannot believe there were 26 other people besides my friend and I willing to take a walking tour the 1st week in Jan, but it was totally worth it. Great job Rosa!!
Good tour
Vanessa_F, Jan 2023
It was an good tour, what I didn’t like was that I sent a message before the tour started to tell the tour operator that we were a little late and nobody answered. You should try to fix that
Learning the timelines of...
wendy_l, Jan 2023
Learning the timelines of the gangster story More interesting to me than the ghosts although the timelines of those stories was interesting
Really interesting
Jane_W, Jan 2023
Ty, our guide, was very knowledgeable and friendly and brought history to life. I didn't know about Al Capone's origins or how he came to Chicago and rose to power so it was great to learn and visit some of the places he used to frequent. The ghost stories were good too!


Product code: 61552P8