Tommy Gun’s Garage Dinner and Show – Chicago

From £37.00
Location: Chicago, Illinois
3.5star based on 11 reviews

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!

Special Offer – All kids 12 years and under receive a free Tommy Gun’s Garage souvenir! – BOOK NOW!


Departure Point: Tommy Gun’s Garage

Departure Time:

  • Tuesday and Wednesday – 6:00pm (1 May to 31 October only)
  • Thursday – 6:00pm
  • Friday – 7:00pm
  • Saturday – 6:00pm
  • Sunday – 5:30pm

For additional information GO HERE!

I was adamant about how much Tommy Gun’s would be worth it, and after viewing the show, I would recommend it as a must see to anyone who visits Chicago! My boyfriend and I attended and dressed accordingly – just made the experience that much more memorable – and we would’ve gone back again if we had the time. The show was hilarious and filled with wonderful 1920’s music and dance. We were thoroughly impressed that the waitresses were also performers, what a task for them! Before the show, during dinner, we were kept entertained as the “owner” of the establishment and a few of the other male performers came around to talk to us – asking our names and where we were from, what we were in Chicago for. It felt like the performers legitimately cared to speak with us. The food was great, nothing upscale but totally satisfying, and the show was knee-knocking hysterical. The audience participation was all too fun to watch! If you’re considering this show, my advice is, do it. And guys, don’t forget your password!!

Reviewed by: Alison H, United States of America, April 2009

Tagged with: , , , , , , , , , ,