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Music & Comedy
Chicago’s Best Stand Up
Welcome to The Laugh Factory – Chicago, where laughter is guaranteed with Chicago’s Best Stand Up performing live on December 19, 2025, at 7:00 PM.…
Friday, December 19th
7:00 p.m. – 9:00 p.m.The Laugh Factory
175 N BroadwayTheatre & Performing Arts
Wild Door Theater Makes Its Chicago Debut With “Smokefall” at Theater Wit
A new voice joins Chicago’s vibrant theater scene this fall as Wild Door Theater proudly launches its inaugural production, Smokefall, November 10 – December 21,…
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, December 19th
8:00 p.m. – 9:00 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy, Theatre & Performing Arts
Trapped in a Musical – an improvised musical
Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…
Friday, December 19th
9:00 p.m. – 10:00 p.m.Malarkey Comedy, Home of ComedySportz Chicago
929 W. Belmont Ave.Theatre & Performing Arts
Who’s Holiday! at Theater Wit
Christmas Day is in our grasp. Why the vodka? Glad you asked! The tot from The Grinch has grown, you see! She’s cursing and drinking,…
Music & Comedy, Theatre & Performing Arts
Hitch*Cocktails
A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…
Friday, December 19th
10:00 p.m. – 11:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Theatre & Performing Arts
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Clownshow is proud to present Blake Montgomery in his award-winning solo production Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again, at Theater Wit, 1229 W.…
Theatre & Performing Arts
Who’s Holiday! at Theater Wit
Christmas Day is in our grasp. Why the vodka? Glad you asked! The tot from The Grinch has grown, you see! She’s cursing and drinking,…
Music & Comedy
Chicago’s Best Stand Up
Welcome to Chicago’s Best Stand Up at The Laugh Factory – Chicago! Join us on December 20, 2025, at 7:00 PM for a night of…
Saturday, December 20th
7:00 p.m. – 9:00 p.m.The Laugh Factory
175 N BroadwayTheatre & Performing Arts
Wild Door Theater Makes Its Chicago Debut With “Smokefall” at Theater Wit
A new voice joins Chicago’s vibrant theater scene this fall as Wild Door Theater proudly launches its inaugural production, Smokefall, November 10 – December 21,…
Theatre & Performing Arts
Who’s Holiday! at Theater Wit
Christmas Day is in our grasp. Why the vodka? Glad you asked! The tot from The Grinch has grown, you see! She’s cursing and drinking,…
Music & Comedy, Theatre & Performing Arts
Best Of Annoyance Sketch
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Saturday, December 20th
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Theatre & Performing Arts
Who’s Holiday! at Theater Wit
Christmas Day is in our grasp. Why the vodka? Glad you asked! The tot from The Grinch has grown, you see! She’s cursing and drinking,…
Theatre & Performing Arts
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Clownshow is proud to present Blake Montgomery in his award-winning solo production Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again, at Theater Wit, 1229 W.…
Theatre & Performing Arts
Who’s Holiday! at Theater Wit
Christmas Day is in our grasp. Why the vodka? Glad you asked! The tot from The Grinch has grown, you see! She’s cursing and drinking,…
Music & Comedy
Chicago’s Best Stand Up
Welcome to The Laugh Factory – Chicago, where Chicago’s Best Stand Up will be hitting the stage on December 21, 2025, at 9:00 PM. Get…
Sunday, December 21st
9:00 p.m. – 11:00 p.m.The Laugh Factory
175 N BroadwayTheatre & Performing Arts
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Clownshow is proud to present Blake Montgomery in his award-winning solo production Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again, at Theater Wit, 1229 W.…
Music & Comedy
Stand Ups Sit Down Comedy Showcase
Welcome to Stand Ups Sit Down Comedy Showcase at The Laugh Factory – Chicago, a must-see event on December 22, 2025, at 8:00 PM in…
Monday, December 22nd
8:00 p.m. – 10:00 p.m.The Laugh Factory
175 N BroadwayTheatre & Performing Arts
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Clownshow is proud to present Blake Montgomery in his award-winning solo production Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again, at Theater Wit, 1229 W.…
Music & Comedy
Fresh Faces of Chicago
Welcome to The Laugh Factory – Chicago, where the vibrant city of Chicago comes alive with the electrifying performances of the Fresh Faces of Chicago!…
Tuesday, December 23rd
7:30 p.m. – 9:30 p.m.The Laugh Factory
175 N BroadwayTheatre & Performing Arts
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Clownshow is proud to present Blake Montgomery in his award-winning solo production Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again, at Theater Wit, 1229 W.…
Theatre & Performing Arts
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Clownshow is proud to present Blake Montgomery in his award-winning solo production Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again, at Theater Wit, 1229 W.…
Theatre & Performing Arts
Who’s Holiday! at Theater Wit
Christmas Day is in our grasp. Why the vodka? Glad you asked! The tot from The Grinch has grown, you see! She’s cursing and drinking,…
Theatre & Performing Arts
Comedy Hour at Annoyance Theatre
Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…
Friday, December 26th
12:00 a.m. – Saturday, December 27th
1:00 a.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.

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