Valentines Day Massacre History

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Experience the historic past of Chicago by visiting gangster hangouts, cemeteries and more. Chicago was once the site of the world's most infamous gangsters like John Dillinger and Al Capone. While some of the original sites are gone, many gangster destinations still remain within Chicago. Top off your tour with a stop at one of the many speakeasy-themed bars that remain from the Prohibition Era.

Biograph Theater

Placed at 2433 North Lincoln Avenue, the Biograph Theater is where the FBI once laid a trap for John Dillinger. When he left a move, they gunned him down when he pulled a weapon on the agents. While it is currently the site of the Victory Gardens Theater, this location was where Johnny Depp filmed Public Enemies.

Mount Carmel
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Movie goers may recognize this train station as the filming site of the gangster movie, the Untouchables. While the actual incident and location were entirely made up in Hollywood, it is still an interesting stopping point on any gangster tour.

The Valentine's Day Massacre

One of the most infamous episodes in Chicago's history occurred on February 14, 1929. On this day, seven gangsters were killed within a garage in Lincoln park. Known as the St. Valentine's Day Massacre, this event was allegedly started when Al Capone's gang killed seven men. The assassins tricked the gangsters by dressing as police officers. While the goal of the assassination was to kill “Bugs” Moran, the assassins arrived too early to kill him. The original building is gone, but it is still an interesting place to visit.

Tommy Gun's Garage

If you want to experience the underbelly of 1920s Chicago first hand, visit Tommy Gun's Garage. Designed with Prohibition furniture and décor, this speakeasy is a dinner theater that is set within the Prohibition era. Flappers, gangsters and old music are installed within the dinner theater for a more realistic ambiance. While it might be cheesy, Tommy Gun's Garage is worth the

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