Free Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Cancellation Policy
Free Cancellation
September 09100% refund
September 10No refund
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.
Gangsters & Ghosts Tour
2 Adults x $35.00
$70.00
Approx Total
$70.00
Inclusions / Exclusions
Mobile ticket
Offered in: English
Walking tour of Chicago’s gangsters and ghost stories
Expert Guide
Gratuities
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.
Meeting points
Walking tour meeting location: The tour meets outside of "Hoyt's Tavern", your guide will be waiting for you here!
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.
35 minutes
Millennium Park
Home to Cloud Gate and a famous Chicago landmark.
15 minutes
Palmer House Hilton Historic Lobby
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.
20 minutes
Chicago Riverwalk
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.
15 minutes
Cloud Gate (Pass By)
Will be seen on the tour - also known as "the bean!"
The Chicago Theatre
Stop for photos at this famous Chicago landmark!
15 minutes
N/A
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.
5 minutes
N/A
This is the stop for the bus tour option.
15 minutes
Sample Menu
Additional Info
Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
Free Cancellation
September 09100% refund
September 10No refund
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.
Total review count and overall rating based on Viator and Tripadvisor reviews
5 stars
6298
4 stars
435
3 stars
197
2 stars
85
1 star
106
We perform checks on reviews
We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her
Reviews by TravelOne travelers
Showing 1-5 of 6298 reviews with 5 stars
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Great time!
Published on Jan, 2025
Taka was our guide and she was fantastic. We had such a good time, she was a very good story teller, loud and clear. Lots of interesting information. We learned alot and had a lot of fun.
Love Walking Around Chicago--Even When it's Bitter Cold!
Published on Jan, 2025
It was a very cold, windy Chicago night but the tour guide braved it out so we did too--and so glad we did! It was interesting listening to all of the stories about Chicago while wallking around the streets at night. We really enjoyed the tour but will never swim in the water in and around Chicago! Lol
Cool little adventure.
Published on Jan, 2025
Karinna was our guide for this tour and she was fantastic! Temperature outside was 10 degrees and her excitement and enthusiasm for her tour made us completely forget about it! She was so packed full of knowledge and it was clear to us that she is bought into her job here. Highly recommend.
Great Tour for the Price!
Published on Jan, 2025
Our tour guide, Lilly, did an excellent job. We learned something new with each step and stop of the tour. The tour is timed very well.
Amazing tour!
Published on Jan, 2025
Baylor did a fantastic job as our guide on this interesting and entertaining tour. Lots of fun historical facts, the whole family enjoyed it. Would definitely recommend.
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