Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Dec9
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.…

Tuesday, December 9th
7:00 p.m.
Theater Wit
Fresh Faces of Chicago
Dec9
Music & Comedy

Fresh Faces of Chicago

Welcome to The Laugh Factory – Chicago, where the Fresh Faces of Chicago will be taking the stage on September 12, 2025, at 7:30 PM.…

Tuesday, December 9th
7:30 p.m.9:30 p.m.
The Laugh Factory
175 N Broadway
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Dec10
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.…

Wednesday, December 10th
7:00 p.m.
Theater Wit
Chicago’s Best Stand Up
Dec10
Music & Comedy

Chicago’s Best Stand Up

Welcome to The Laugh Factory – Chicago, where Chicago’s Best Stand Up will be taking the stage on October 12, 2025, at 8:00 PM. Get…

Wednesday, December 10th
8:00 p.m.10:00 p.m.
The Laugh Factory
175 N Broadway
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Dec11
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.…

Thursday, December 11th
7:00 p.m.
Theater Wit
Who’s Holiday! at Theater Wit
Dec11
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,…

Thursday, December 11th
7:00 p.m.8:00 p.m.
Theater Wit
Wild Door Theater Makes Its Chicago Debut With “Smokefall” at Theater Wit
Dec11
Theatre & 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,…

Thursday, December 11th
7:30 p.m.10:00 p.m.
Theater Wit
Cafe Lounge Underwater Sketch Comedy Show
Dec11
Music & Comedy

Cafe Lounge Underwater Sketch Comedy Show

A night with Cafe Lounge Underwater is like the best house party you’ve ever been to. There’s dancing, music, drinks, and of course, meeting strangers…

Thursday, December 11th
8:00 p.m.9:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
What Could Go Wrong Comedy Show
Dec11
Music & Comedy

What Could Go Wrong Comedy Show

Welcome to The Laugh Factory – Chicago, where laughter is always guaranteed! Join us on November 12, 2025, at 9:00 PM for the hilarious What…

Thursday, December 11th
9:00 p.m.11:00 p.m.
The Laugh Factory
175 N Broadway
Comedy Hour at Annoyance Theatre
Dec12
Dec13
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 12th
12:00 a.m.Saturday, December 13th
1:00 a.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Dec12
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.…

Friday, December 12th
7:00 p.m.
Theater Wit
Who’s Holiday! at Theater Wit
Dec12
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,…

Friday, December 12th
7:00 p.m.8:00 p.m.
Theater Wit
Chicago’s Best Stand Up
Dec12
Music & Comedy

Chicago’s Best Stand Up

Welcome to The Laugh Factory – Chicago, where Chicago’s Best Stand Up will be taking the stage on December 12, 2025, at 7:00 PM. Get…

Friday, December 12th
7:00 p.m.9:00 p.m.
The Laugh Factory
175 N Broadway
Wild Door Theater Makes Its Chicago Debut With “Smokefall” at Theater Wit
Dec12
Theatre & 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,…

Friday, December 12th
7:30 p.m.10:00 p.m.
Theater Wit
Missed Call Sketch Comedy Show
Dec12
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 12th
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Trapped in a Musical – an improvised musical
Dec12
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 12th
9:00 p.m.10:00 p.m.
Hitch*Cocktails
Dec12
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 12th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Dec13
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.…

Saturday, December 13th
7:00 p.m.
Theater Wit
Who’s Holiday! at Theater Wit
Dec13
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,…

Saturday, December 13th
7:00 p.m.8:00 p.m.
Theater Wit
Chicago’s Best Stand Up
Dec13
Music & Comedy

Chicago’s Best Stand Up

Welcome to The Laugh Factory – Chicago, where Chicago’s Best Stand Up will be performing on December 13, 2025, at 7:00 PM. Get ready for…

Saturday, December 13th
7:00 p.m.9:00 p.m.
The Laugh Factory
175 N Broadway
Wild Door Theater Makes Its Chicago Debut With “Smokefall” at Theater Wit
Dec13
Theatre & 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,…

Saturday, December 13th
7:30 p.m.10:00 p.m.
Theater Wit
Who’s Holiday! at Theater Wit
Dec13
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,…

Saturday, December 13th
9:00 p.m.10:00 p.m.
Theater Wit
Chicago’s Best Stand Up
Dec13
Music & Comedy

Chicago’s Best Stand Up

Welcome to Chicago’s Best Stand Up at The Laugh Factory – Chicago, featuring the best stand-up comedy in the city! On December 13, 2025, at…

Saturday, December 13th
9:15 p.m.11:15 p.m.
The Laugh Factory
175 N Broadway
Best Of Annoyance Sketch
Dec13
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 13th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.