Chicago Gangsters and Ghosts Tours

Description

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?

You can get the best of BOTH worlds with this 2 in 1, history-based guided tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District!

Chicago’s Gangster History
Chicago is known worldwide for a colorful gangster past, starting during the 1920s and 30s with murder and mayhem down every alleyway. Gangster interactions became an everyday occurrence, with gangland shootings dominating news headlines from Chicago’s finest hotels, speakeasies, and mysterious sidewalks. Although the activity has since quieted down… it’s still alive, whether you want to believe it or not.

Best Chicago Gangster Tour
Our customized, historically enriched gangster tour will cover much of the history behind these famed murders, while we take you through the modern day haunted crime scene locations that are still frequented by the famous actors.

Google Rating

Chicago Gangsters and Ghosts Tours

4.9

Based on 4028 reviews

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Camila Angulo

23:39 28 Nov 24

Amanda Drukker

17:52 28 Nov 24

This tour was so fun and engaging! Not only were the stories amazing, our tour guide Matthew was one of the best we've seen! Thank you so much Chicago Gangsters and Ghosts tours! We highly recommend!

Brooks Wintemute

19:14 27 Nov 24

Willis was great! He’s very knowledgeable about Chicago and a funny guy to boot. Definitely recommend this tour and Willis!

Cillas Rodriguez

20:07 26 Nov 24

Matthew was one of the best tour guides I've ever had. The tour was so entertaining that it felt really short. He spoke with passion and showing a lot of interesting facts about Chicago's history. You should go!!

Jorge Míguez

19:02 26 Nov 24

Great tour with our tour guide Matthew, interesting landmarks, events and stories about Chicago and its history.

Lani Farley

04:33 28 Oct 24

Avery was amazing! Such a good story teller and learned so much about Chicago. Totally recommend this for locals or people just visiting the city.

Sandra L Calderon Richart

03:06 28 Oct 24

First, let me start by saying as a Chicagoan I learned quite a lot. ALAN the tour guide was AMAZING. Very insightful, funny and he just made the tour fun. If you're looking to explore and see beautiful sites and learn about its haunted history, THIS IS THE TOUR! Let me also thank Mr. Dwayne the bus driver for taking bus around and getting us back safe. ENJOY!! No spoilers so no pics 😊😁

Rogelio Richart Jr

03:06 28 Oct 24

I was born and raised in Chicago and took this tour out of pure curiosity as to what I might learn. I thought I knew a lot about my city, but I learned so much more.Allen, the tour guide, was absolutely phenomenal. So friendly and knowledgeable. 10/10. Makes me love my city that much more!

Sebastian Jethon

02:35 28 Oct 24

Matthew was a great guide! Very interesting stories about Chicago‘s gangsters and history presented in a captivating way. Would definitely recommend!

Julie Severson

00:27 28 Oct 24

Matthew’s a great historian and even better narrator!

Jordan Cutler

02:52 25 Sep 24

Avery was an awesome guide. Made the night!

Baltazar Murillo III

00:27 25 Sep 24

Sophia was a genuine pleasure to have lead the tour! I appreciated her knowledge and energy... I was having a rough day and she helped me get in the moment for a while. Thanks Sophia!

Callie Beevers

23:38 24 Sep 24

Avery did a great job and made the tour very interesting!

Olga Abarca

21:18 24 Sep 24

Avery very professional and knowledgeable tour guide. He did good tour and very enthused. Answered are questions.

Aubrey Stringer

10:50 24 Sep 24

So glad I did this ..learned so much and the food was ready at every restaurant..tour ran so smooth thanks Sarah !! Plus I now love Chicago!

Addy Quattlebaum

03:12 23 Aug 24

DO NOT GIVE YOUR MONEY. Pretty sure it’s a scam. They took our money and then there was no one to meet up at the start location. Tried to call to make sure we were in the right spot and the number didn’t work. Now I’m out $80

Alissa Hamilton

21:03 22 Aug 24

It was an interesting tour. Our tour guide Joseph was very knowledgeable about the area and history of the city. He made it fun.

Diane Lansinger

02:57 22 Aug 24

Awesome evening tour with Max! So much fun learning about the darker side of Chicago. Great tour for locals and tourists alike!

TKD

03:00 21 Aug 24

Ty was our tour guide. I absolutely enjoyed the tour. Ty was very knowledgeable and a great storyteller. Thank you Ty!!!

Justin Allen

01:35 21 Aug 24

Avery made this tour so enjoyable! He is a very good orator and is able to describe events with such gusto you think you were there! Definitely an amazing tour guide that made this trip better!!

Shahira Kilim

06:14 21 Jul 24

Grant was a great tour guide, very enthusiastic and knowledgeable about old Chicago. Would reccomend.

Kyle and Emma Grimard

02:58 21 Jul 24

Grant was fantastic! Super knowledgeable, spoke clearly and loudly even against the motorcycles and fireworks. He was very friendly and made everyone feel welcome and safe on the tour. We would absolutely recommend him and the tour company!

Amanda N.

01:54 21 Jul 24

Max was our tour guide and he was very knowledgeable. He did a great job keeping our group together and was full of fascinating fun facts about Chicago! My family and I had a great time. The ghost stories were so interesting and the background knowledge of the gangsters was weaved in so effortlessly. Thanks for a memorable time.

Catharine Becker

23:01 20 Jul 24

Kris was a fabulous guide, funny and engaging. This tour was definitely worthwhile and I am sure my teenage kids would have enjoyed it as well.

Kim Corfixen

21:06 20 Jul 24

Really great guide either way fantastic history. Was a great experience, a must do.

Jad Callahan

04:13 18 Jun 24

My kids and I went on the 8 pm tour with Grant and had an amazing time! I’ve been on lots of walking tours and Grant was one of, if not the best, tour guide I have had. His story telling, delivery, and volume were fantastic! Highly recommend Grant and the tour!

Ed Puodziunas

02:19 18 Jun 24

Terrific tour. Had fun and learned a lot. Our guide, Baylor, was friendly and very knowledgeable. Definitely recommend.

Benjamin Guerra

01:07 18 Jun 24

Conor was a fantastic guide and host w/ plenty of informative and engaging stories and anecdotes throughout the tour. And as an xtra added bonus, he emailed us a list of his favorite hotspots in Chicagoland area, which we utilized the next day. Great experience!

Hector Navarro-Gonzalez

22:06 17 Jun 24

I learned a lot about the deep Chicago roots and past. Great expeorience. I recomend it

Rachel Swords

17:59 17 Jun 24

It was mostly history and not ghosty.

Laurie Storie

23:09 15 May 24

Thoroughly enjoyed our tour today!! It was more a general history of Chicago than just Al Capone, which I actually preferred. Avery, our guide was very engaging and entertaining - definitely recommended.

Emily Ramirez

18:14 15 May 24

I make it a thing on work trips to do a ghost tour in each city. Last night was one of the best I’ve had, Avery was a captivating story teller!

Meghan Woodard

04:40 15 May 24

We went on this tour with some friends who were visiting, and we all loved it! Avery is so engaging and he knows a lot about the history of the city. Highly recommend!

Branislav Kockica

02:42 15 May 24

Had a great time. Avery was super knowledgeable and very very entertaining!

Daniel Hogben

20:27 14 May 24

Taka was a wonderful guide. She listened, talked loudly, respected others on the streets and knew her stuff. 2 hours very well spent.

Alicia Medina

03:49 13 Apr 24

Avery did a great job. Kept everyone on track, on time and together. His knowledge was entertaining and he was loud enough for the whole group. Having never visited Chicago before, I feel this was an excellent choice for a quick site seeing tour.

rebekah shoaf

03:40 13 Apr 24

We had such a great time with Avery! Funny, and very informative!

Jessica Bahan

03:34 13 Apr 24

Well run tour. Avery was attentive and engaging. Learned a lot. I would absolutely recommend this tour to all visitors.

Jannifer Lee

20:56 12 Apr 24

Taka was very enthusiastic and detailed. Very engaging.. she could the story. I highly recommend this tour.

Grace Lovins

14:20 12 Apr 24

Our tour guides name was Joseph and he was very nice! He had a lot of facts to share and had great energy! I would definitely come back to Chicago and request him as my guide :)

Marissa Swanner

03:34 07 Mar 24

Avery was awesome! Highly recommend going on this tour. Great way to learn about the city.

Lorelei Durbin

03:29 07 Mar 24

He was awesome and answered EVERYONES question!

Kevin Freeman

03:29 07 Mar 24

Great tour! Avery was a great guide to this awesome experience and i wish i could experience it again!

Rowan Batey

03:29 07 Mar 24

The tour was so fun!!! My school went on trip to Chicago and he was probably the best tour guide I've ever had!! Avery was so interactive and interesting! He answered every question and added more to it was so great. Also he had so much energy and made everyone laugh. 11/10 review from Randolph School!!!

adoptedfn

03:27 07 Mar 24

Avery was the greatest guide and had amazing story telling abilities!!

Raul Romero Feregrino

01:28 30 Jan 24

Excellent tour

Emily Sheridan

03:47 29 Jan 24

If you go, make sure you get Avery. He was amazing and super funny. He was very knowledgeable about the town. My husband and I learned a lot. Thank you for a great night out.

Suzette Sharley

21:41 28 Jan 24

Avery!!! We enjoyed your awesome humor balanced perfectly with your in depth knowledge of each site visited. Our group has walked away learning more than we thought. Loved it! Highly recommend and get Avery!

Montserrat Gonzalez

00:30 28 Jan 24

Avery makes the tour interesting and fun, I loved it, thank you!

Joanne Evans

15:15 25 Jan 24

Alan was truly a five star tour guide, my friend and I had the best time, so entertaining and so much excellent information.

Mohammad Ali

02:01 28 Dec 23

Amazing experience highly recommended and Ty is the most amazing tour guide

Eric Jayne

23:08 27 Dec 23

Excellent tour around the downtown Chicago area. Great little tour for first time visitors. Our guide Ty, was fantastic and engaging. Worth the money and worth walking in the rain for.

Ana Casillas

18:53 27 Dec 23

Great tour! If you’re into gangsters history. Taka was an amazing guide and shared a lot of tips of Chicago

Matt Adamson

14:07 26 Dec 23

Had a great time! Our guide Adam did an excellent job and was very knowledgeable. You will have fun in this tour!

Marouso Kontomichalou

03:00 22 Dec 23

Excellent tour! Thanks Allen

Mike AS

22:08 23 Nov 23

Great job Ty, you managed the tour like a champ, so knowledgeable and funny. I learned a lot of interesting facts about the gangsters, ghosts, and places.

Neil Curran

22:52 21 Nov 23

Tour was very informative. Connor was great!

Emilee Carroll

16:25 21 Nov 23

Kris was a phenomenal tour guide! He's a fast talker but projects his voice and enunciates clearly! He packed so much history into this walking tour, with some great jokes sprinkled throughout. Bring your walking shoes, because you'll cover some distance, but don't fret about being left behind - Kris did a great job making sure we kept the group together through the busy streets. There's also a 15 minute bathroom break at a gorgeous location with some fun exploration opportunities inside. I highly recommend this tour, and I highly recommend Kris!

Ioanis-Nikolaos Philippakos

03:54 21 Nov 23

Awesome tour of Chicago and some of the history behind it. Avery was an amazing guide!

Lora Ivanova

19:57 20 Nov 23

Nice tour

Erin Williams

01:56 21 Oct 23

Kris was an amazing guide. It rained most of our tour but we didn’t end up getting too wet. We learned a lot of interesting things about Chicago.

David Heafner

22:35 20 Oct 23

Great tour! Avery was fantastic!

Kathy McCombe

20:03 20 Oct 23

Connor was a great guide and knew his history of Chicago and shared the triumphs and tragedies. Learnt a lot and recommend this your to others 100%

Andrew Bergan

04:31 20 Oct 23

Avery was very personable and knowledgeable with a few solid jokes.

Dustin Whittenburg

03:06 20 Oct 23

This was a great tour. Chris K. Or Kris with a K was awesome. I feel like I know a little bit more about Chicago than when I started the tour.

Laurence Ouzilleau

03:46 21 Sep 23

We had a tour with Conor and it was awesome. Very informative and a great story teller.It was very interesting and I believe a must do for any Chicago visitor!Thanks again :)

bella.

03:18 21 Sep 23

the tour was really interesting and informative. avery was incredibly funny and was such a great guide. he’s a natural at it. i’d totally recommend going on this tour!

Chandler Mudd

02:48 21 Sep 23

So awesome! Avery is the best, you’re lucky if you get him as your guide!

Carolyn Todd

12:56 20 Sep 23

Avery did a great job! He was entertaining and knowledgeable. We would have walked by historic sites without the tour. Thank you

Frank R.

22:36 19 Sep 23

Avery was terrific!

Alina Neyman

01:07 22 Aug 23

Baylor was really fun and informative! Had a great time on the tour!

Juliette Dumas

06:59 21 Aug 23

We really enjoyed this great tour. It was really interesting and fun, especially at night! We learned a lot about Chicago's history. Our guide, Brandon, was excellent and very captivating. Recommended!

Harsh Desai

03:07 21 Aug 23

I did this tour on Tuesday morning and I could not recommend it more! I didn't know most of the history about the darker side of Chicago that was shared.Avery did a phenomenal job as the tour guide. He was informative, enthusiastic, concise and engaging in his conversations. I absolutely recommend this tour...

joey king

02:50 21 Aug 23

Taka did our gangsters and ghost tour. She was very informative and gave us facts about Chicago that we have never heard before. I would definitely recommend this tour on your visit to the city.

Lee DeBoo

01:53 21 Aug 23

Our first time to Chicago and we were in town only for the weekend. We packed in as many things as we could in the short time and this tour made the top of the list! Kris was an amazing story teller and super enthusiastic. Doing the last tour of the night and walking the streets with the dark sky definitely added to the experience. I would 100% do it again next time we were in the city and will recommend the tour to anyone looking for an awesome evening!

Mallory Jans

00:54 18 Jul 23

really detailed, realistic stories. Highly recommend Connor as a tour guide - he really knew what he was talking about and put some jokes in as well. I felt it was more gangster heavy than ghosts, but I enjoyed the gangster stories more. Highly recommend!

Lori Ross

15:53 08 Jul 23

My friend and I did this tour with Sarah as our guide and she was fabulous. She took us to many different places to see exactly where all the shenanigans took place with AL Capone and his so called friends and enemies. Also where other significant events in Chicago's past had taken place. Definitely worth your time and money.

Mike Heine

15:27 28 Jun 23

Great tour. Our guide was awesome and extremely knowledgeable. I feel like we saw and learned about a ton of Chicago history in a short time. We didn't mind the walking though it did get hot near the end. I would highly recommend this tour

M B

04:18 21 Jun 23

Our tour leader Ty was thoroughly entertaining and engaging! I loved hearing the lesser known stories about Chicago’s troubled history. Best done at night, great way to end a full day of sightseeing.

Natalia Montaldo

01:41 06 Apr 23

The tour was great, we loved listening to stories about gangsters, serial killers and more. Our guide was Ty. He was very fun and clear during the whole tour. He cared about the whole group while crossing streets. English is not our native language and we understood him very well. We do recommend the tour!

Michelle Middleton

21:08 20 Mar 23

Loved this tour. Baylor was our guide and she was awesome. She is a great storyteller and answered all of our questions. I totally recommend this tour if you want to learn more about Al Capone and the history of Chicago. You will see cool architecture and sites along the way. The tour was a little light on ghost stories but the mobsters portion more than made up for it. Thank you!

Chicago Gangsters and Ghosts Tours

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