Tommy Gun's Garage Dinner and Show
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from $67.00
the low down

Welcome to the only speakeasy dinner show in Chicago Tommy Gun's Garage! Just say the password and you'll be transported back to the roaring twenties. You'll be entertained by gangsters and flappers, dancing the Charleston to the music of Cole Porter and George Gershwin. It's a night out in Chicago you'll never forget!

  • You can present either a paper or an electronic voucher for this activity.
  • Chicago, Illinois , United States of America
  • 3 hours
share your experience
out of 5

Stephen M

The food was good! It was a little annoying pedaling all of the souvenirs, especially the hats. We were asked if we would like to wear one, which I was thinking was just a prop that they would take back after the show. I agreed to wear one, and then after taking it was asked to pay for it. The show was just OK.

This review is the subjective opinion of the person who shared it and not necessarily of Bucketlist City

Chicago's Roaring 20s at Tommy Gun's Garage Chicago's Roaring 20s at Tommy Gun's Garage Groucho!
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what to expect

Entering Tommy Gun's Garage through the "El" tracks, you'll swear you've time traveled back to the 1920s and the era of speakeasies! You'll see silent movies playing, memorabilia from the 1920s, the Boss's 1928 Model A Ford car, a replica of the wall from the St. Valentines Day Massacre and pictures of gangsters and coppers from those times.

The "Mugs" and "Molls" dance and sing to Cole Porter, George Gershwin, Fats Waller, Duke Ellington and more ... All played by Chicago's Sinfully Orchestra.

After a great dinner of pasta, steak, fish or chicken, join "Vito", "Gloves", the "Mugs" and the "Molls" for non-stop comedy and dangerous fun, as they entertain you with singing, dancing, and a LOT of audience participation!

You'll be raided by the cops, complete with raid sirens and flashing lights. Perhaps you'll even be pulled up onstage to perform a hilarious sobriety test given by Officer Murphy, and be "interviewed" by Vito!

  • Sample menu (subject to change):

    Lasagna with Meat or Marinara Sauce

    Prime Rib

    Fish and Pork:

    Salmon or Pork Chops

    Chicken with Marsala or Lemon Herb Sauce

    Cannoli (served at intermission)

    (Dinner also includes soup or salad, vegetable, potato, dessert and coffee, tea or soda)

    New Year's Eve Show includes champagne toast and dancing

inclusions and exclusions

  • Dinner
  • Show
  • Local taxes
  • Gratuities
  • Alcoholic drinks (available to purchase)
  • Hotel pickup and drop off
  • N/A
  • All taxes, fuel surcharges and service fees included
  • Tour is wheelchair accessible
  • All entrance fees included
  • Dinner included
  • Confirmation will be received within 48 hours of booking, subject to availability
  • Wheelchair accessible
  • Adult pricing applies to all travelers
cancellation policy
  • If you cancel at least 7 day(s) in advance of the scheduled departure, there is no cancellation fee.
    If you cancel between 3 and 6 day(s) in advance of the scheduled departure, there is a 50 percent cancellation fee.
    If you cancel within 2 day(s) of the scheduled departure, there is a 100 percent cancellation fee.