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Music & Comedy, Theatre & Performing Arts
Goody! An Immersive Folk-Horror Sketch Comedy Show
Hear ye, hear ye! Goody! is back by popular demand! This October, join the town elders of Brian’s Hollow in the meetinghouse for an immersive…
Wednesday, October 22nd
8:00 p.m. – 9:00 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy, Theatre & Performing Arts
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…
Wednesday, October 22nd
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionMusic & Comedy, Theatre & Performing Arts
Clued In: Where There’s a Will, There’s a Way
YOU’RE INVITED…to bear witness to a fully improvised murder mystery. Six improvisers find themselves trapped on stage with a murderer, and nobody knows who the…
Music & Comedy
Nate Bargatze – Big Dumb Eyes World Tour
Nate Bargatze is bringing his Big Dumb Eyes World Tour to United Center on October 23 & 24, 2025!
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Thursday, October 23rd
7:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & Comedy, Theatre & Performing Arts
Duluth: An Improvised Midwest Murder
Based on the hit FX show “Fargo”, Duluth takes audiences into the world of true crime in the Midwest. Each week, the cast of Duluth will improvise a…
Music & Comedy
Thursdays: OhJay Lamont at The comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry OhJay Lamont, born and raised on…
Music & Comedy, Theatre & Performing Arts
Chicago Symphony Orchestra: The Soldier’s Tale
Overview Step into the engrossing world of Stravinsky’s The Soldier’s Tale — a Faustian fable about a soldier-fiddler who makes a pact with the devil — in…
Thursday, October 23rd
7:30 p.m. – 9:40 p.m.Chicago Symphony Center
220 S Michigan AveMusic & Comedy, Theatre & Performing Arts
Improvsed DCOM
Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…
Thursday, October 23rd
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy, Theatre & Performing Arts
The Wolfman of Wrigleyville – Horror Comedy Play
This 70-minute comedy set in 1927 follows an investigative journalist and her ex-girlfriend, a private eye, as they look into a series of murders that…
Thursday, October 23rd
8:00 p.m. – 9:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Music & Comedy, Theatre & Performing Arts
Chicago Comedy Hour
The Chicago Comedy hour is a comedy variety show featuring sketch, improv and stand up from some of the best up and coming comedians in…
Music & Comedy, Theatre & Performing Arts
Sketch Playlist
Sketch Playlist is a weekly sketch show on Thursdays at 9:30pm at iO Theater (1501 N Kingsbury Street, Chicago 60642) that will feature brand-new material…
Music & Comedy, Theatre & Performing Arts
The Infinite Wrench
Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…
Friday, October 24th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
Friday, October 24th
7:00 p.m. – 8:30 p.m.Malarkey Comedy
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
Friday, October 24th
7:00 p.m. – 8:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy
Nate Bargatze – Big Dumb Eyes World Tour
Nate Bargatze is bringing his Big Dumb Eyes World Tour to United Center on October 23 & 24, 2025!
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Friday, October 24th
7:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & Comedy, Theatre & Performing Arts
Improvised Shakespeare
Critically-acclaimed improvised comedy featuring the language and themes of William Shakespeare
Music & Comedy
Alarm Will Sound
“Überhip” (Entertainment Weekly) 20-member band Alarm Will Sound takes on music from the arch-modernist to the pop-influenced. Committed to innovative performances and recordings of today’s…
Friday, October 24th
7:30 p.m. – 9:00 p.m.Reva and David – Logan Center for the Arts
915 E 60th StMusic & Comedy, Theatre & Performing Arts
Chicago Symphony Orchestra: The Soldier’s Tale
Overview Step into the engrossing world of Stravinsky’s The Soldier’s Tale — a Faustian fable about a soldier-fiddler who makes a pact with the devil — in…
Friday, October 24th
7:30 p.m. – 9:40 p.m.Chicago Symphony Center
220 S Michigan AveMusic & 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 decade.…
Friday, October 24th
8:00 p.m. – 9:00 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
Missed Call Sketch Comedy Show
Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!
Friday, October 24th
8:00 p.m. – 9:00 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy, Theatre & Performing Arts
An Evening with Chris Thile
Overview MacArthur Fellow and Grammy Award-winning mandolinist, singer, songwriter and composer Chris Thile, hailed as “an all-round musician” (The Guardian), brings his genre-spanning artistry to…
Friday, October 24th
8:00 p.m. – 9:30 p.m.Chicago Symphony Center
220 S Michigan AveMusic & Comedy
Penn & Teller: 50th Anniversary Tour
Penn & Teller will bring their 50th Anniversary tour to The Chicago Theatre on Friday, October 24.
Friday, October 24th
8:00 p.m. – 10:00 p.m.The Chicago Theatre
175 N. State

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