Upcoming Chicago Events
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Music & Comedy
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
The Armando Diaz
It’s the best comedy show in the city. Created in 1995 by iO alum Armando Diaz, Armando is a historic improvisational form where actors improvise a series…
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
Brent Faiyaz – Chicago, IL – I Spent The Night With Brent Faiyaz Tour
Alt-R&B star Brent Faiyaz will launch his highly exclusive, limited-run U.S. arena tour in Chicago on Monday, November 30, 2026. Titled “I Spent The Night…
Music & Comedy
$10 Improv Night
All the cool kids stay out late on a school night! Join new teams as they deliver a short and sweet show filled with laughter…
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
Suicide Silence – Chicago – Reminders of Hell Tour
California deathcore heavyweights Suicide Silence are bringing their highly anticipated “Reminders of Hell Tour” to Chicago, Illinois on Tuesday, December 1, 2026. The punishing metal…
Music & Comedy
Jim James (Solo Acoustic) – Wowed Out Tour
My Morning Jacket frontman Jim James will perform a live solo acoustic concert in Chicago on Tuesday, December 1, 2026, at 8:00 PM. The intimate…
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
Play Time
A showcase of 3 short plays by select writing teams and featuring a cast of iO Theater performers. It’s experimental, it’s follow-the-fun, it’s Play Time. Plays…
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
Demetri Martin – Chicago, IL – Standup Comedy for Christmas
Demetri Martin will bring his deadpan humor, sharp one-liners, and signature notebook drawings to Chicago on Thursday, December 3, 2026. The celebrated comedian, author, and…
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, Theatre & Performing Arts
Muti, Welter & Dvořák 8
Under the direction of Music Director Emeritus for Life Riccardo Muti, Dvořák’s Eighth Symphony unfolds its gorgeous melodies — a consummate tribute to the bucolic…
Music & Comedy
6LACK – The 10 Years of 6LACK Tour
6LACK is performing live in Chicago on Thursday, December 3, 2026, as part of his newly announced global run, “The 10 Years of 6LACK Tour”.…
Music & Comedy, Theatre & Performing Arts
Sketch Playlist
Nominated “Best Comedy Show” by the Chicago Reader (2025), Sketch Playlist is a weekly sketch show that will feature all-new sketches every single week… the…
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, 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, 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
Devil’s Daughter
The hottest show in town, Devil’s Daughter, features a cast of seasoned comedians who have performed together in Chicago and around the country for over a…
Music & Comedy
Nate Jackson – Big Dog Tour
Comedian Nate Jackson is performing at the Auditorium Theatre in Chicago on Friday, December 4, 2026, for his “Big Dog” tour.
Music & Comedy, Theatre & Performing Arts
Muti, Welter & Dvořák 8
Under the direction of Music Director Emeritus for Life Riccardo Muti, Dvořák’s Eighth Symphony unfolds its gorgeous melodies — a consummate tribute to the bucolic…
Music & Comedy
DragonForce – Inhuman Rampage 20th Anniversary Tour
DragonForce is performing live in Chicago on Friday, December 4, 2026, as part of their massive “Inhuman Rampage 20th Anniversary Tour”. Supporting Lineup: This power…
Music & Comedy
Nate Jackson
Nate Jackson is one of the fastest-rising stars in comedy, captivating audiences both online and on stage. With over 4 million TikTok followers and more…
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