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Tommy Gun’s Garage Dinner and Show, Chicago

Activity Schedule

  • When does it run?

    01 Jan - 31 Jan: Friday & Saturday
    01 Feb - 31 Mar: Thursday, Friday, Saturday & Sunday
    01 Apr - 31 Oct: Wednesday, Thursday, Friday, Saturday & Sunday
    01 Nov – 31 Dec: Thursday, Friday, Saturday & Sunday

  • Duration

    3 hours

  • Start time

    Wednesday & Thursday: 6:00pm
    Friday: 7:00pm
    Saturday: 6:00pm
    Sunday: 5:30pm
    Duration: 3 hours

  • Meeting Point
    Tommy Gun’s Garage is located at 2114 S. Wabash, Chicago, IL 60616.
  • Ending Point

    Tommy Gun’s Garage.

Key Highlights

  • The ′spirit′ of Prohibition-era Chicago rekindled at Tommy Gun′s Garage Show
  • Hilarious comedy and fun for all ages
  • Meet ′da gangsters′ and ′da flappers′ and see ′ da Boss′s′ 1928 Model A Ford
  • Chicago′s longest running audience interactive dinner show


The days of Prohibition and the speakeasies, glamour and gangsters that went with it may have long gone. But there’s a place in Chicago where the spirit of those good old, bad old days is very much kept alive.

For an unforgettable night out, visit Tommy Gun’s Garage, the only speakeasy dinner show in town.

Just say the password and you’ll be carried right back to the Roaring Twenties, complete with gangsters and ‘flappers’ dancing and singing to the sounds of Cole Porter, Gershwin, Fats Waller or Duke Ellington.

Enjoy a delicious dinner then join the ‘mugs’ and ‘molls’ for non-stop comedy and a heap of fun. Be warned – they expect a LOT of audience participation!

You may be even raided by the cops, complete with raid sirens and flashing lights. Worse still, you could be hauled up onstage to perform a hilarious sobriety test given by Officer Murphy!


For a good, clean fun and a great night out, Chicago – Tommy Gun’s Garage Dinner and Show is hard to beat.

In a thoroughly entertaining way, Tommy Gun’s Garage recreates the edgy glamor of the Roaring Twenties – the notorious Prohibition Era – when the manufacture and sale of alcoholic beverages was outlawed. This was the perfect business opportunity for guys like Al Capone and his mafia family, who opened illegal speakeasies across the city of Chicago, offering alcohol, gambling and hotbox entertainment.

Tommy Gun’s Garage is an ‘Audience Interactive Speakeasy’ that offers a Roaring 20s Musical Comedy Revue with gangsters, flappers, ‘da Boss’s’ 1928 Model ‘A’ Ford, 1920s music and period memorabilia.

You will enjoy a delicious sit-down dinner (see menu in Additional Information) before joining ‘Vito’, ‘Gloves’, and the gangsters and flappers for non-stop comedy and dangerous fun.

The mugs and molls dance and sing the Charleston and other musical selections from Cole Porter to George Gershwin, Fats Waller, Duke Ellington and more – all played by Chicago’s Sinfully Orchestra. And you’ll be expected to join in… or else!

Be ready to hide your hooch (alcohol) because the joint could get raided by ‘da coppers’ at anytime. You could even get pulled up on stage to perform a hilarious sobriety test given by Officer Murphy.

The fun lasts about 3 hours: 90 minutes for dinner and another 90 minutes for the show. At the end of the evening, you should make your own arrangements to get back to your accommodation.


  • Live Show
  • Dinner: (soup or salad, choice of Prime Rib or Baked Salmon, lasagna, dessert, non-alcoholic beverage)
  • Local taxes


  • Hotel pick-up and drop-off
  • Alcoholic drinks (Hooch!) available to purchase

Additional info

The confirmation voucher includes the local activity operator’s contact details and local telephone numbers at the destination. They will happily answer any logistical questions you may have.

Customer Reviews

  • 4
    good show
    12/08/2012 Marinus G vink, Australia

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