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Music & Comedy
Music & Comedy, Theatre & Performing Arts
The Ass Menagerie Presents: FRIGHT CLUB
This Halloween Show is 21+ The first rule of Fright Club is: you’re already in it. A Halloween burlesque experience where every act is its…
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
Zar the Star at The Comedy Bar
Zar the Star is a New York City-based stand-up comedian and content creator whose sharp wit, bold storytelling, and unfiltered takes have made her one…
Music & Comedy
Randy Feltface – Gimmick Tour
Australian comedian Randy Feltface is scheduled to perform in Chicago on Friday, October 23, 2026, as part of his “Gimmick” tour.
Music & Comedy
Adam Ray – Chicago – Who Is Me Tour
Comedian and actor Adam Ray will perform live in Chicago on Friday, October 23, 2026, at 7:00 PM. The performance is a headlining stop on…
Music & Comedy, Theatre & Performing Arts
Omar
Where memory is preserved, legacy endures. MacArthur “Genius Grant” recipient Rhiannon Giddens and celebrated co-composer Michael Abels deliver a profoundly moving story about the strength…
Music & Comedy
Rebecca Black – Chicago – Exhibitionism on Tour
Pop icon Rebecca Black is bringing her “Exhibitionism on Tour” to Chicago, Illinois on Friday, October 23, 2026. The heavily stylized headlining performance will take…
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
Tedeschi Trucks Band – Future Soul 2026 Tour
Award-winning blues-rock powerhouse The Tedeschi Trucks Band will conclude their “Future Soul 2026 Tour” with a four-night stand in Chicago in October 2026.
Music & Comedy
Patrick Droney – The Made You Look Tour
Patrick Droney is bringing his brand new fall headlining trek, “The Made You Look Tour,” to Chicago’s Park West on Friday, October 23, 2026.
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
DETROIT ’67
Detroit ’67 A Play by Dominique Morisseau Directed by Aaron Reese Boseman Running through November 1, 2026 ★★★★ “HIGHLY RECOMMENDED. THE CAST IS FIRE!” –Bonnie…
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, 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…
Music & Comedy
Sammy Rae & The Friends – The Album Tour
Sammy Rae & The Friends are scheduled to perform in Chicago on Friday, October 23, 2026, as part of “The Album Tour”. Special Guest: The…
Music & Comedy
Menudo – 50th Anniversary Tour
Legendary Latin pop boy band Menudo will perform live at the Rosemont Theatre near Chicago on Friday, October 23, 2026. This monumental stop is part…
Music & Comedy
Eli Young Band – Aurora, IL – Live In Concert
The Eli Young Band is performing live in Aurora, Illinois, on Friday, October 23, 2026, at 8:00 PM.
Music & Comedy
PLAYGRND Series – Chicago, IL – City Love Tour
The PLAYGRND Series is bringing its “City Love Tour” to Chicago on Friday, October 23, 2026. The Experience: Known as “The Premier Hip Hop and…
Music & Comedy, Theatre & Performing Arts
The Ass Menagerie Presents: FRIGHT CLUB
This Halloween Show is 21+ The first rule of Fright Club is: you’re already in it. A Halloween burlesque experience where every act is its…
Music & Comedy
Zar the Star at The Comedy Bar
Zar the Star is a New York City-based stand-up comedian and content creator whose sharp wit, bold storytelling, and unfiltered takes have made her one…
Music & Comedy
Yousuke Yukimatsu – Autumn 2026 Tour
Yousuke Yukimatsu (¥ØUUK€ ¥UK1MATU) is scheduled to perform live in Chicago, Illinois on Friday, October 23, 2026, as part of his Autumn 2026 Tour.
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
Kohl’s Cash: TGIF (That’s Good Improv Friday)
Start your weekend off laughing at one of the hottest improv shows in Chicago! Every Friday at 9:30pm, iO house team Kohl’s Cash presents a…
Music & Comedy
The 11pm Show
Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…
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