Top Chicago Shows & Performances

Transport yourself back in time to Chicago’s roaring twenties at Tommy Gun’s Garage, a unique speakeasy dinner show in the Windy City. Say the password at the front door and then step into an era of mob guys and flappers, Broadway tunes by Cole Porter and George Gershwin and lively dances like the Charleston. This gut-busting show, full of song, dance and audience participation, is sure to please.

Tour the historic Chicago Theater, a must-see city landmark, with a guide providing in-depth commentary. You'll get the most out of your visit by traveling with a guide and get access to some areas of the theater that the public never sees. Learn about its architecture, history, and famous performers throughout the years.

One actor has five shots of whiskey and then attempts to perform in a Shakespeare play. New York Times Critics' Pick!

Music and Improv Together First Time or Fan? is a musical theater/improv hybrid show and the winner of Under the Gun's 2nd Annual Tournament of Shows. If you like musicals, comedy, or musical comedy, you'll love First Time or Fan!

Take piano lessons instructed by internationally acclaimed Steinway Artist Susan Merdinger, who performed full solo recitals in Carnegie Hall, at her private residence in Highland Park Chicago.

Purchase advance tickets for this all-woman production at Second City "She the People". Arrive with ticket in hand to save time waiting in the box office line, then have a seat to laugh all night long. This 100-minute show has one intermission and is rated R.

Get your Chicago Girl's Weekend started with a bang! This is the Ultimate Girl's Night out event, starting with a sparkling wine tasting. Sample 8-10 different sparkling wines from the best vineyards in the world. Now that you're all tipsy, it's time for a photoshoot! Finally, get a crash course in the art of seduction with a crash-course in burlesque. Don't forget to grab a sexy pair of stockings on your way out!

Fans of the game Cards Against Humanity and the party game Never Have I Ever will love this interactive show in Chicago. Great for groups, girls night out, or bachelor/bachelorette parties, this experience is fueled by audience participation, always resulting in tons of laughs. Winners will be chosen by the audience and leave with bragging rights.