• Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From GBP 53.15

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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!


  • All taxes, fuel surcharges and service fees included
  • Tour is wheelchair accessible
  • All entrance fees included
  • Dinner included

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!

Valentine's Day Weekend
During Valentine's weekend the dinner show will include a historical re-enactment of the Saint Valentine's Day Massacre, the 1929 murder of mob members part of the conflict between two criminal gangs in Chicago: the Italian gang led by Al Capone and the Irish Gang led by Bugs Moran.

Recent Photos of this Tour

Schedule details

Select a month to view a calendar of availability and departure details.

Departure Dates:
Departure Point:

Tommy Gun's Garage

Departure Time:

    3 hours (approx.)

    Pricing information

    Click the link below to check pricing & availability on your preferred travel date. Our pricing is constantly updated to ensure you always receive the lowest price possible.

    Dinner and Show 7:00pm
    Code: TG1

    Dinner and show at 7:00pm. Doors open at 5:30pm.

    Pricing details
    Dinner and Show 7:30pm
    Code: TG2

    Dinner and show at 7:30pm. Doors open at 6:00pm.

    Pricing details
    Dinner and Show 8:30pm
    Code: TG3

    Dinner and show at 8:30pm. Doors open at 7:00pm.

    Pricing details

    Pricing information

    Tommy Gun's Garage Dinner and Show

    Tommy Gun's Garage Dinner and Show

    • Dinner
    • Show
    • Local taxes
    • Gratuities
    • Alcoholic drinks (available to purchase)
    • Hotel pickup and drop off
    Additional Information:
    • Confirmation will be received within 48 hours of booking, subject to availability
    • Confirmation of this show will be received within 48 hours of booking, subject to availability
    • Wheelchair accessible
    • Adult pricing applies to all travelers
    • All kids 12 years and under receive a free Tommy Gun's Garage souvenir!

    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

    Ice Cream (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

    Voucher Info
    You can present either a paper or an electronic voucher for this activity. What's this?
    Local Operator Information:
    Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

    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.

    Traveler Reviews

    Reviewed by: vsloan1, December 2016

    Fantastic city and wonderful people. So much to see and do. Travelled on cta which was great value for money. Lincoln zoo is a must especially with the Christmas lights. Chicago trolley and bus tour is packed with information and the drivers are great.
    Tommy guns restaurant/show was tremendous fun and a great venue for celebrating my son's 21st birthday.
    Chicago is not to be missed and we will definitely be returning.

    Reviewed by: engenlori, October 2016

    The show was great - would recommend it!