• Location: Chicago, Illinois
  • Duration: 90 minutes (approx.)
From USD $ 37.95 View price calendar

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Explore Chicago's gangster past on this 1.5-hour 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, the Clark Street bridge, 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 Our Insiders Chose This Tour

What You Can Expect

Chicago Crime and Mob Tour

Chicago Crime Tour

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 1.5-hour 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, Holy Name Cathedral, Clark Street Bridge, and Lake Street EL.  (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.

Customer Reviews


5 star rating: Highly Recommended February 2018

Over all good, our guide knew his facts and made it interesting

John B

5 star rating: Highly Recommended January 2018

On a bitterly cold day in late December, my 2 sons and I decided to take the Chicago Crime and Mob tour. It was a full bus and Ben, our guide, was one of the many highlights. He had many amusing stories about all of the places we visited. It was a great way to see the sites. Others told us that the architectural tour and food tasting tours were both great, too. We had a blast.

Rebecca K

5 star rating: Highly Recommended December 2017

This tour was amazing!


5 star rating: Highly Recommended December 2017

Pretty cool!

James H

5 star rating: Highly Recommended November 2017

This was fun and informative. Highly recommended if you are in Chicago.

Sharon M

5 star rating: Highly Recommended November 2017

Loved it - driving round in a plush limo bus, with all the history of the mob and the Chicago gangsters - what can beat that as a way to spend an afternoon.

Joanna L

5 star rating: Highly Recommended November 2017

A really fun and informative little tour. We had a fantastic guide - seriously, we hardly ever looked out of the windows because our guide was a pure joy to watch and listen to. While on location he would involve us in a bit of a role-play, which was a really nice touch. The A/C on the bus is fierce so remember to wear something warm.

Kayla C

5 star rating: Highly Recommended November 2017

The crime and mob tour was such a perfect way to spend a drizzly Saturday. My mom and I booked this tour last minute as we were trying to find something to do since the weather was other than perfect, and this tour couldn't have been better. Our tour guide, Sheila, was so much fun and so informative. This was such a great way to learn more about Chicago's storied past and see some of the sites I've always read about.

Laura H

5 star rating: Highly Recommended November 2017

Fun, interesting, and learned Chicago Crime history! Nice air-conditioned bus with outlets to charge your phone.

Nancy N

5 star rating: Highly Recommended November 2017

It was cold and had two older gentlemen with canes and were glad it was mostly riding with a few stops and not a lot of walking. LOTS of great info. Loved our girl Anna! Great Driver too!

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