Upcoming Chicago Events
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Music & Comedy
Music & Comedy, Theatre & Performing Arts, Tours & Attractions
The Cosmic Underground Show
Step aboard for a one-of-a-kind journey where mind-reading, magic, comedy, and sci-fi collide in ways you won’t find anywhere else in Chicago. Hosted by real-life…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Drunk Christmas Carol
Drunk Christmas Carol, presented by the Drunk Shakespeare Society, brings a boozy twist on Charles Dickens’ holiday classic to Chicago for a limited run at…
Music & Comedy
Main Character Syndrome
Main Character Syndrome is a solo character showcase by Chicago’s funniest improvisers presenting original SNL-audition ready character sketches. From Tim Robinson to Cecily Strong, iO…
Music & Comedy, Theatre & Performing Arts
Pandemonium, Please Hold
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
Music & Comedy
Trivium – Chicago – Crown in the Grave World Tour
Heavy metal titans Trivium are bringing their highly anticipated “Crown in the Grave World Tour” to Chicago, Illinois on Saturday, November 21, 2026. The massive,…
Music & Comedy
Standup Throw Down: Millennials vs Gen X
Millennials take on Generation X in a live stand-up comedy battle – and the audience decides who wins. Hosted by Chicago comedian Todd Glover, Standup…
Music & Comedy
George Lopez Live!
George Lopez is performing live in Chicago on Saturday, November 21, 2026.
Music & Comedy
Zac Brown Band – Love & Fear Tour
Grammy-winning country music group Zac Brown Band is scheduled to perform in the Chicago area on Saturday, November 21, 2026, as the final stop of…
Music & Comedy
Dax – The Anger Management Tour
Nigerian-Canadian rap sensation Dax is scheduled to perform live in Chicago, Illinois on Saturday, November 21, 2026, as part of “The Anger Management Tour.”
Music & Comedy, Theatre & Performing Arts
A Baby For Me? No Thank You, Please!
People have opinions about whether Bailey should have kids. Unfortunately, a horrifying trip to the gynecologist forces her to have one, too. Don’t miss this…
Music & Comedy
Saturday Night Sketch
Saturday Night Sketch brings Chicago’s best sketch comedy ensembles to the stage for a high-octane evening. From sharp political satire to mind melting absurdity, come…
Music & Comedy, Theatre & Performing Arts
Vape! The Grease Parody
Vape! lovingly pokes fun at all of the wonderful moments, sexual innuendos, outrageous characters, rivalries and secret romances from the original musical. The hair products may…
Music & Comedy
The Best of IO
Celebrate 45 years of improvisational excellence with the Best of iO Improv. This show brings together two teams of our very best improvisers, each delivering…
Music & Comedy, Theatre & Performing Arts, Dance, Drama
The Snow Queen
- Presented by
The Impostors Theatre Company
Music & Comedy, Theatre & Performing Arts
Jaap van Zweden & Vadim Gluzman
Rachmaninov’s Second Symphony is the orchestral equivalent of a binge-watch drama, with each movement drawing you into the next, bursting with yearning, nostalgia and soaring…
Music & Comedy
Giant Rooks – North American Tour 2026
German indie-pop band Giant Rooks will bring their newly announced North American Tour 2026 to Chicago on Saturday, November 21, 2026.
Music & Comedy
Andrea Gibson – Chicago, IL – Love Letter From the Afterlife Sets Tour
Andrea Gibson: Love Letter from the Afterlife—a monumental multimedia tribute tour honoring the late Colorado Poet Laureate—will take place at the Auditorium Theatre in Chicago,…
Music & Comedy
Best of the Second City
Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…
Music & Comedy
Just Nesh at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Taneshia “Just Nesh” Rice is one…
Music & Comedy
An Evening Of Chicago Blues with Wayne Baker Brooks Live
Experience an unforgettable night of authentic Chicago Blues and Original Blues-Rock with award-winning guitarist, singer, Chicago Blues Hall of Fame inductee, and Chicago Music Award…
Music & Comedy
Ax and the Hatchetmen – The Late Checkout Tour
The Chicago-born indie rock band Ax and the Hatchetmen are scheduled to perform a massive hometown headline concert in Chicago, Illinois on Saturday, November 21,…
Music & Comedy
Andrea Gibson’s Love Letter From The Afterlife
You’re invited to experience Andrea Gibson’s Love Letter from the Afterlife with Megan Falley, the Chicago Philharmonic, and Extremely Special Guests. This multimedia event brings together film, live poetry, music, and intimate…
Music & Comedy
Stevie Wonder – 50th Anniversary Tour – Chicago, IL
Stevie Wonder is bringing his Songs in the Key of Life Performances – 50th Anniversary Tour to the United Center in Chicago on Saturday, November…
Music & Comedy, Theatre & Performing Arts
Bailey Swilley’s A Baby For Me? No Thank You, Please!
New York based writer, comedian and storyteller Bailey Swilley is performing her hit show A Baby For Me? No Thank You, Please! in Chicago at…
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