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

The Loop

1 hour • Admission Ticket Free

Millennium Park

15 minutes • Admission Ticket Free

Palmer House Hilton Historic Lobby

20 minutes • Admission Ticket Free

Chicago Riverwalk

15 minutes • Admission Ticket Free

Cloud Gate (Pass By)

The Chicago Theatre

15 minutes • Admission Ticket Free

The Congress Plaza Hotel & Convention Center

15 minutes • Admission Ticket Free

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

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.

Reviews

5.0

3,971 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

Reviews by Viator travelers.

Showing 1-10 of 3,971 reviews

Learning about Chicago history

JM_O, May 2023

Brandon was a great tour leader. Easy to hear, great stories and happy yo answer questions. Painted a great picture of early Chicago.

Something fun to do in Chicago

Jasmin_S, May 2023

Connor was a great guide - very knowledgeable and personable! He was a great engaging speaker :) we enjoyed the tour - our only feedback would be to have a few more pieces of info as there was a lot of walking comparatively to the info/stories. Connor was awesome though! We wish him all the best for his future tours & his book. I'd recommend to friends visiting as something different to do.

1 traveler found this review helpful

Sarah was a great guide,...

Emilie_G, May 2023

Sarah was a great guide, full of energy and humor! She shared fun anecdotes and made the walk a great experience despite the heat.

Such a great mix of...

Tana_C, May 2023

Such a great mix of history, ghost stories and intrigue! Sarah is a fantastic tour guide and is very knowledgeable.

Fantastic Your!

Jorge_V, May 2023

Avery is an amazing guide! He has tons of charisma and real knowledge about Al Capone and the others topics presented. I highly recommend him and this tour in Chicago.

Afternoon amusement

Debra_L, May 2023

Nice work by Declan. Informative, entertaining, at times moving. I revel a bit in the macabre, so I had a particularly good time with it. My wife is a little more squeamish on such issues, which was also fun. Best to you!

Fabulous tour!!!

Kathleen_K, May 2023

Andre was a fabulous, informative, entertaining and expressive guide!!!! Many sights of the city were pointed out, linked with stories of history!

GangstaGhosts

Robert_L, May 2023

Our guide was excellent. Very informative and fun. Interesting combination of Capone and ghosts and history. Highly recommended.

Awesome guide!

Lesli_V, May 2023

What a great way to see the Loop and learn some grim history. Our tour guide, Brayden, was hilarious and had a great presence. We've been to Chicago several times and really enjoyed learning new things on this tour. Great choice for a nice day!

Our guide was amazing was...

Sarah_Z, May 2023

Our guide was amazing was a great tour he had some great Al Capone stores and H H. Anbrom. Didn’t know much about him

Fun History

John_B, May 2023

Excellent tour guide knew his stuff. His name was Andrew. Great history about the city. Finished with a drink in Al Capones most famous speakeasy.

It captures the essence of the Loop

Anna_S, May 2023

It offered a lot in a short period of time. The tour guide was very knowledgeable and she made it fun.

Excellent time

Brian_S, May 2023

Baylor was great. Very informative, personable and fun. She kept us engaged and was very high energetic. Honestly would take the tour again with her.

Awesome experience

Jason_K, May 2023

Avery was awesome! Great tour! My first time in Chicago visiting, and it was informative and fun!!!!!

Very enjoyable

Catherine_R, May 2023

Tour guide Conner was very knowledgeable. Had many interesting facts on the locations visited. Pick up location convenient.

Ty rocks

Trent_C, May 2023

Ty was great and well spoken. Very interesting tour. Good history lesson. Am interested in doing other tours in the future

Interesting and enjoyable tour

Karla_M, May 2023

Interesting tour. Baylor was a great and friendly guide! Would recommend. Got to see some great places and hear some great stories.

Perfect

zmbhbkswmt, May 2023

Guide Andre was awesome , knowledgeable, courteous and smart . It is a tour of loop district . Main interest was Al copone. More time for photo clicks would have been advantageous

Pick Baylor as your tour guide!

Monica_M, May 2023

What an entertaining tour! Not only did we get to walk some of the most historical sites in Chicago, we got a quick history of Al Capones rise and fall- while learning about Chicago’s darker past. Baylor was awesome! Highly recommend!

Wonderful tour

Ellen_K, May 2023

Was a wonderful tour. Branson was a great tour guide. Had lots of interesting facts about Chicago. I would recommend

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