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Welcome to Tommy Gun's Garage

Tommy Gun's Garage is an Audience Interactive Speakeasy that offers a musical comedy review with da gangsters, da flappers and YOU!!!! 

After a delicious sit-down dinner, join Vito, Gloves, da gangsters and da flappers for non-stop comedy and dangerous fun. 

You will be transported back to the 1920s, by da boss's 1928 Model A Ford, Roaring Twenties music, memorabilia and pictures of da gangsters and coppers of da time. The mugs and molls dance and sing the Charleston and other musical selections from 1920’s composers like Cole Porter, George Gershwin, Fats Waller and Duke Ellington.

Be ready to hide your hooch (alcohol) cause we could get raided by da cops at anytime.  Be careful, you could get pulled up on stage to perform a sobriety test given by Officer Murphy!

CLICK HERE to check out da show schedule and buy your tickets.

don't miss out on da best show in chicago!


Wednesday: Doors open at 6 PM
Thursday: Doors open at 6 PM
Friday: Doors open at 7 PM
Saturday: Doors open at 6 PM
Sunday: Doors open at 5:30 PM

2114 S Wabash Avenue, Chicago, IL, 60616

(312) 225-0273

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Our 32nd Year


In addition to our regular Audience Interactive Roaring 20’s Musical Comedy Dinner show, we will be doing an historical re-enactment of the St. Valentine’s Day Massacre in honor of Valentine’s Day this year as we do every year.  We don’t advertise this as a romantic evening, because it isn’t.  So if you want romance, Tommy says, “Go somewhere else!” Seating is limited, so please make your reservations as soon as possible.  The times and prices are as follows:


Day   Date    Doors Open     Price

Thursday       February 14, 2019        6:00 PM        $75

 Friday         February 15, 2019        7:00 PM        $77

 Saturday       February 16, 2019       5:00 PM        $82

 Saturday      February 16, 2019        9:30 PM        $82

 Sunday         February 17, 2019        5:30 PM        $75




 Lasagna with a Meat or Marinara Sauce, Boneless Breast of Chicken with a Marsala or Lemon Herb Sauce, Prime Rib, Pork Chops or Baked Salmon. Price includes Show, Entrée, Soup or Salad, Bread and Butter, Vegetable, Potato, Dessert, Coffee, Tea or Soft Drink, Tax and Small Gratuity.


Hooch (Alcohol) is extra!

11.5% Tax and 18% Gratuity is Added to Bar & Appetizer Total


14 Day Cancellation Policy for this Weekend!