Explore Chicago's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.

Chicago crime tour by luxury air-conditioned coach
Explore Chicago’s most storied crime-related areas in the Gold Coast, Lincoln Park, Old Town, the Loop and Magnificent Mile
Hear stories about Chicago’s most notorious criminals and mobsters including Al Capone and John Dillinger
Witness the sites of history’s most infamous crime scenes including the St Valentine’s Day Massacre
Hop off to explore some places by foot with your guide

Why Travelers Choose This Tour

For time-pressed travelers, this coach tour offers a speedy way to discover Chicago’s mob history.

What's Included

Luxury temperature controlled coach bus
Live interactive tour guide
Photo opportunities off the bus at infamous crime scenes
Exclusive access to crime quiz
Historic video footage
Keepsake brochure with special offers

Gratuities

Meeting And Pickup

Meeting point

163 E Pearson St
163 E Pearson St, Chicago, IL 60611, USA
Bus pickup OUTSIDE 163 E. Pearson (SE side of Pearson St and Michigan Ave). Report 15 minutes early for check-in. Bus departs on time. Look for the tour guide at the bus.

End point

This activity ends back at the meeting point.

What To Expect

Your tour will begin in Chicago’s Near North Side, across the street from Water Tower Place, where you will board your coach vehicle. On board, an experienced guide narrates during your tour of Chicago’s famed criminal and historical sights. Listen to thrilling stories of mobsters, violence and crime as your coach winds through Chicago’s historic River North, Gold Cost, Lincoln Park, Old Town, Loop and Magnificent Mile. Snap pictures and enjoy little-known tales of legendary mobsters Al Capone, ‘Terrible’ Tommy O’Conner, and Bugs Moran.

Your mafia tour highlights Chicago’s most notorious crime scenes, including the courthouse where some of the most famed mob cases were tried, and the site of the grisly 1929 St. Valentine’s Day Massacre. Other notorious mob haunts you do a drive-by on are the Biograph Theater and Holy Name Cathedral. (Along the way, you can hop out of your ride for pictures.) When it's all over, you'll get a ride back to the Near North Side to end the tour.

Water Tower Place

5 minutes • Admission Ticket Free

Museum of Contemporary Art (Pass By)

The Magnificent Mile

5 minutes • Admission Ticket Free

John Hancock Center (Pass By)

North Avenue Beach (Pass By)

Biograph Theatre

10 minutes • Admission Ticket Free

Oz Park (Pass By)

Harry Caray's Italian Steakhouse

10 minutes • Admission Ticket Free

Lincoln Park (Pass By)

Marina City

5 minutes • Admission Ticket Free

Holy Name Cathedral

7 minutes • Admission Ticket Free

Thirty Five E Wacker

5 minutes • Admission Ticket Free

Additional Info

Confirmation will be received at time of booking
Not wheelchair accessible
Bus departs on time. Arrive at least 15 minutes early for check-in.
Guests may not join the tour after the bus departs. General seating is on a first-come first-served basis. Joint seating is not guaranteed.
Stroller accessible
Service animals allowed
Near public transportation

Most travelers can participate
No restroom breaks. Please go before checking in at the bus.
No eating or drinking on the bus.
There is no onsite office.
Please advise at the time of booking if wheelchair assistance is required in the Special Requirements field. Bus is able to hold collapsible wheelchairs, but it is NOT equipped with an electronic lift.
This tour/activity will have a maximum of 39 travelers

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.

Traveler Photos

Traveler Tips

Don’t sit in the back row of the bus if it’s hot.

Reviews

4.5

2,069 reviews

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

Reviews by Viator travelers.

Showing 1-10 of 2,069 reviews

A must do

Matthew_B, Sep 2023

Superb, full of information. A great history from before the prohibition era to the modern day. Highly recommended

Response from Host, Sep 2023

Thank you for your must do recommendation. We appreciate you sharing your experience and for the positive review. 🙏

Katie made the trip. Her...

Stephen_S, Sep 2023

Katie made the trip. Her animated storytelling and crisp clear voice was a pleasure. Many other guides are a struggle to hear.

Response from Host, Sep 2023

Thank you very much for your your positive feedback about Katie and the tour! 🙏👍👏

Not worth the time.

Christine_S, Sep 2023

I don't think there was enough about crime on the tour and not interesting at all. We were only in Chicago for a short time and it just didn't cut it. The guide was super cool and tried to entertain us, but I just don't recommend.

Response from Host, Sep 2023

Thank you for your review and feedback.

Waste of time and MONEY

Donna_M, Sep 2023

I fell asleep during this tour. It’s an almost 2 hour tour with one person talking. We did leave the bust 3 times. The first stop was interesting .. the alley where John Dillinger was killed. 2nd stop had no clue why we stopped an was annoyed ii was awakened from my nap. 3rd stop was at a restaurant where people were eating…led us down some stairs to look at a vault and pics ..we were cramped in a small place. Not worth $46 didn’t even include a drink ..ooohhh BTW no bathroom on bus. To many other things to do during your visit to waste it in this your.

Response from Host, Sep 2023

Donna, It's disappointing to hear that we missed the mark, and that you did not enjoy the experience. We wish you well on your future adventures.

Crime tour

Sue_A, Sep 2023

Enjoyed learning about history of Chicago. Interesting facts. Not a lot to see now. But still enjoyed.

Response from Host, Sep 2023

Sue, We are so happy that you enjoyed learning about the Chicago history and interesting facts. Thank you for joining us!

Jaye was a great tour...

Tanya_M, Sep 2023

Jaye was a great tour guide, the experience would have been great if it wasn’t for the rain. It is well worth the experience and ride to also see other side of Chicago.

Response from Host, Sep 2023

Great to hear the new Tanya. We are so happy that you enjoyed the experience. Thank you!

Parking recommendation BAD

Samuel_S, Sep 2023

We missed tour because of parking. We followed your recommendation of using spot hero and the bar code the sent didn’t work. You shouldn’t recommend a company for parking

Response from Host, Sep 2023

Samuel, We are sorry to hear about your parking experience. Please reach out directly to us with additional details so that we can learn more. Thank you

Very Interesting

Cheryl_B, Sep 2023

Really enjoyed the stories and especially liked being in the alley where Dillinger was shot. Guide was entertaining and knowledgeable, although didn't think we needed reminding on how to tip as we left the bus.

Response from Host, Sep 2023

Cheryl, Thank you for your 5 star review and positive comments. We also appreciate the constructive feedback. Thank you again for spending time with us.

I loved Harry Carey’s...

Deborah_H, Sep 2023

I loved Harry Carey’s location and would have loved to see the tunnels a bit more throughly though! Loved the story and seeing the location of John Dillinger

Response from Host, Sep 2023

Thank you for your review and feedback. Greatly appreciated.

Dillinger...

Jim_B, Sep 2023

Dillinger story...although I knew the general story, fetails provided were interesting.. Tour guy lady was very knowledgeable and entertaining

Response from Host, Sep 2023

Jim, Thank you for you sharing your feedback and for writing the review. We are happy that you found the tour guide informative and entertaining!

Informative and entertaining

Megan_F, Sep 2023

Jay, our tour guide was very knowledgeable, entertaining and personable. We learned a lot about Chicago!

Response from Host, Sep 2023

Megan, Thank you for sharing your positive experience and feedback about Jay and the tour. We are so happy to read the great news.

Very good guide nice...

Michelle_P, Sep 2023

Very good guide nice comfortable bus very informative great experience I learned alot about Dillinger and Capone and the history of crime in Chicago

Response from Host, Sep 2023

Michelle, Thank you 🙏 for your kind and generous review. We appreciate you taking the time to share your experience.

Fun and Informative Tour!

Karen_B, Aug 2023

Our tour guide, Michael, was informative, fun and engaging. We learned much about Chicago crime, old and new and had some laughs along the way!

Response from Host, Aug 2023

Thank you Karen, We appreciate your positive feedback and awesome comments about Michael and the tour. Thanks again for spending time with us!

The real Chicago

Rachelle_H, Aug 2023

We enjoyed the whole trip it was educational and fun to get off the bus and see the places and the guide did an excellent job .

Response from Host, Aug 2023

Thank you for your ⭐️⭐️⭐️⭐️⭐️ review. We appreciate your positive feedback and are so happy that you could join us! 🙏👍

Fun time

Brenda_H, Aug 2023

Was a great time with lots of history. Our guide was fun and so knowledgeable! First night in Chicago was a hit

Response from Host, Aug 2023

Thank you for spending your first night in Chicago with us. We are so grateful to read the positive news about your time with us. 😀👍🙏

Awesome

Sheila_B, Aug 2023

Mike was knowledgeable. Tom the driver if I’m remembering his name correct was awesome as well. Very smooth ride.

Response from Host, Aug 2023

Thank you for your positive feedback about Mike, Tommy and the smooth ride! This means the world to us!

Fun

Nyla_S, Aug 2023

Fun Tour with some interesting crime stories. Our guide Mike was great, very energetic and entertaining.

Response from Host, Aug 2023

We are so happy to read that great news that you had a fun, interesting and entertaining experience with Mike and the tour. Thank you!

Michael, our tour guide...

Joyce_R, Aug 2023

Michael, our tour guide was funny and knowledgeable. We liked the stops where Will enter was shot and seeing Nitti's vault. He also gave us some good bar recs to check out in Chicago!

Response from Host, Aug 2023

Thank you for you 5 star review! We really appreciate your positive feedback! 😃

Informative

Anita_H, Aug 2023

The host was great..she was funny..and answered a lot of questions...the tour bus was very comfortable and cool...

Response from Host, Aug 2023

Thanks Anita, We are so grateful that you joined and enjoyed the tour and guide. We appreciate your kind words!

Had a great time at the crime boss bus tour.

Diane_A, Aug 2023

Actually standing where John Dillinger die. Imagining yourself in the time era where the crime exists.

Response from Host, Aug 2023

We are so happy to read your ⭐️⭐️⭐️⭐️⭐️ review. Thank you!