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Free Cancellation
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.
Operated by
Chicago Crime Tours and Experiences LLC
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Kimberly_G, Mar 2025
Informative and entertaining. . Great guide!!!! comfy and clean bus! Don’t make me enter 32 extra characters
Tracy_D, Mar 2025
Loved Katie but hard to hear at times Interesting topics you don’t hear about typically comfortable buS
Response from Host, Mar 2025
Tracy, Thank you for you review and constructive feedback. We are happy that you enjoyed the tour guide and bus.
Kimberly_C, Mar 2025
My boyfriend and I had a great time. Touring the city on the Mob bus. Perfect adventure for rainy day in chicago. Jay our tour guide was super knowledgeable and made the trip fun.
Response from Host, Mar 2025
We are grateful that you and your boyfriend could join the tour. Thank you for sharing your positive experience with Jay. It means a lot to us that you had a fun and informative time! Wishing both you the best!
Hannah_C, Mar 2025
It was so much fun. We had a great time learning about Chicago's history, the different criminals that called it home, etc.
Response from Host, Mar 2025
Hannah, Thank you for taking the time to share your experience. We are so happy to read that you had fun and enjoyed the history. This means a lot to us. Wishing you a great 2025!
This world famous tour starts and ends OUTSIDE 163 E. Pearson Street (SE side of Michigan Avenue and Pearson Street). Learn about the history of leading gangster and mobster figures like Al Capone, John Dillinger, Frank Nitti, Dean O'Banion, and Bugs Moran. You'll see famous gangster shootout sites like the St. Valentine's Day Massacre, the handshake murder, and 'The Enforcers'' safe and tunnels. You will be led by a local, informative guide and guests are able to get off the bus and explore these historic crime scenes.
Meet your guide across from the Water Tower Place shopping mall in Chicago’s Near North Side at your selected time. Hop aboard a luxury climate-controlled coach and begin your 1.5-2 hour tour of the history of Chicago crime, from 19th century to today.
Drive by the Museum of Contemporary Art, a world class institution that offers a rich experience during a visit to Chicago. Just steps from the start and end of the tour, a great opportunity to explore modern art.
See the Magnificent Mile.
View the world famous John Hancock Center in the historic Streeterville neighborhood.
Drive through historic and beautiful Lincoln Park and it's surrounding neighborhood on the tour route.
Drive by on tour bus.
Stake out crime scenes including the Biograph Theatre.
Drive by en route to the St. Valentines Day Massacre.
Enjoy breathtaking views of the Chicago River, skyline and historic speakeasy from the State Street Bridge.
The Jewelers Building and historic landmark building.
Go inside to see Nitti's vault, a mob museum, and historic bootlegging tunnels.
Pass by the Holy Name Cathedral, and see the site of the 1929 St Valentine's Day Massacre, one of Chicago's most notorious murder scenes. This Prohibition-era conflict between two powerful Chicago gangs -- the South Side gang led by Al Capone and the North Side gang led by Bugs Moran -- ended in the brutal murder of seven Mob members. In addition to your comfortable, narrated drive through the city, you’ll also hop off the coach to visit some areas by foot for a more immersive experience. Your guide will offer in-depth narration as you follow the path that Chicago gangsters John Dillinger and Hymie Weiss walked right before their deaths. Hop back on the coach and return to the Near North Side to conclude your Chicago crime and gangsters tour.
Conclude the tour across the street from the Historic Water Tower, one of the few surviving structures from the Great Chicago Fire of 1871. This iconic building is often open to the public before or after the tour.
English
A full refund will apply if you cancel more than 24 hours before the activity start time.
No refund is possible if you cancel less than 24 hours before the activity start time.