Chicago Roaring 20s Themed Event Space

Roaring 20's themed Chicago Event Space

Tommy Gun's Garage is an Audience Interactive Speakeasy that offers a musical comedy review wit da gangsters, da flappers and YOU!!!!!(uh, audience participation). After a delicious sit-down dinner, join Vito, Gloves, and da gangsters and da flappers for non-stop comedy and dangerous fun.

You will be transported back to da 1920s complete wit da boss 1928 Model Ford, Roaring Twenties music and memorabilia from da Twenties. Da mugs and da molls dance and sing da Charleston and udder musical selections from Cole Porter to George Gershwin, Fats Waller, Duke Ellington and more. All played by Chicago's Sinfully Orchestra. Be ready to hide your hooch (alcohol) cause we could get raided by da coppers at anytime. Be careful, you could get pulled up on stage at any time to perform a sobriety test given by Officer Murphy.

We are perfect for company parties, holiday parties, birthday parties, anniversaries, and client events.  We are walking distance from Chicago's McCormick Place Convention Center which makes it a perfect place to hold an off-site client event or for your company to showcase your products on off nights, mornings and afternoons.  Our space is open for you to showcase your organization.  We'll even customize a show just for you!

We customize shows for corporate events! Rent out da whole place for your gang wit or wit out da show

  • Private or Semi Private Space Available


  • Unique views

    Roaring 20's gangsters and flappers

  • Our most Important Target Market is?

    Corporate & Client Events

  • We are most proud of our ability to?

    provide you with an audience interactive experience with the gangsters and flappers

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Roaring 20’s Chicago Interactive Speakeasy Dinner & Event Space

2114 S Wabash Ave
Chicago, IL 60616 

Neighborhood: South Loop

FREE Gated PARKING LOT with attendant adjacent to our building (evenings after 5 p.m.)

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