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Best Of Annoyance Sketch
Dec6
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 6th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Late Night Slice Presented by Wet Pizza
Dec6
Music & Comedy

Late Night Slice Presented by Wet Pizza

An experimental comedy variety show and incubator hosted by Chicago’s hottest improv group, Wet Pizza. The mission of this show is to create a space…

Saturday, December 6th
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Cafe Lounge Underwater Sketch Comedy Show
Dec6
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…

Saturday, December 6th
10:30 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Nasty Show: Tiny Thickemz
Dec6
Dec7
Music & Comedy

The Nasty Show: Tiny Thickemz

Welcome to The Laugh Factory – Chicago, where laughter fills the air and unforgettable performances take center stage. On June 12, 2025, get ready to…

Saturday, December 6th
11:30 p.m.Sunday, December 7th
1:30 a.m.
The Laugh Factory
175 N Broadway
The Joffrey Ballet’s The Nutcracker
Dec7
Theatre & Performing Arts

The Joffrey Ballet’s The Nutcracker

Experience magic this holiday season with two-time Tony Award®-winner Christopher Wheeldon’s ‘The Nutcracker’. On a magical Christmas Eve, mere months before the opening of Chicago’s…

Sunday, December 7th
Lyric Opera of Chicago
20 N. Wacker Dr., Ste. 860
Elf The Musical
Dec7
Theatre & Performing Arts

Elf The Musical

Elf The Musical, inspired by the hit film, is the hilarious and heartwarming tale of Buddy, a young orphan child whose life is changed forever when he…

Sunday, December 7th
Auditorium Theatre
50 East Ida B. Wells Drive
SIX
Dec7
Theatre & Performing Arts

SIX

From Tudor Queens to Pop Icons, the SIX wives of Henry VIII take the microphone to remix five hundred years of historical heartbreak into a Euphoric Celebration…

Sunday, December 7th
CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602
The Beatrix Potter Holiday Party
Dec7
Theatre & Performing Arts

The Beatrix Potter Holiday Party

Four adorable Beatrix Potter favorites come to life in this mesmerizing, interactive trunk and puppet show, complete with original music. Storytellers weave Potter’s classic narration…

Sunday, December 7th
9:30 a.m.10:30 a.m.
Chicago Children’s Theatre
100 S Racine Ave
The House That Will Not Stand
Dec7
Theatre & Performing Arts

The House That Will Not Stand

In early nineteenth-century New Orleans, widowed mother Beartrice struggles to manage her headstrong daughters after the death of her second husband. But as the matriarch…

Sunday, December 7th
1:00 p.m.3:15 p.m.
Windy City Playhouse
3014 W. Irving Park Rd.
A Christmas Carol
Dec7
Theatre & Performing Arts

A Christmas Carol

“I will honor Christmas in my heart, and try to keep it all the year.” Rediscover a Dickens’ classic with an adaptation that “makes you…

Sunday, December 7th
2:00 p.m.
Goodman Albert Theatre
170 N. Dearborn, Chicago, IL, 60601
That’s Weird, Grandma: Holiday Party!
Dec7
Theatre & Performing Arts

That’s Weird, Grandma: Holiday Party!

It’s an annual holiday tradition! PlayMakers Laboratory’s is pleased to welcome back its original sketch show That’s Weird, Grandma: Holiday Party! Playing five performances only…

Sunday, December 7th
2:00 p.m.3:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
The Taming of the Shrew
Dec7
Theatre & Performing Arts

The Taming of the Shrew

Deception, disguise, and desire. What if we want to be tamed? The richest man in town has two daughters and one big problem: he refuses to marry…

Sunday, December 7th
2:00 p.m.4:00 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Dorian
Dec7
Theatre & Performing Arts

Dorian

DORIAN is a thrilling, queer-forward remix of Oscar Wilde’s timeless tale, brought to life in this bold and visually stunning stage adaptation by Phoebe Eclair-Powell and…

Sunday, December 7th
2:00 p.m.4:00 p.m.
Open Space Arts
1411 W. Wilson Ave, Chicago, IL, 60640
Much Ado About Nothing
Dec7
Theatre & Performing Arts

Much Ado About Nothing

Just in time for the holiday season, Shakespeare’s wittiest rom-com is “as merry as the day is long!” Beatrice is living it up as a…

Sunday, December 7th
2:00 p.m.4:30 p.m.
Chicago Shakespeare Courtyard Theater
800 E. Grand, Chicago, IL, 60611
South Chicago Dance Theatre’s Lamentations for Peace
Dec7
Dec8
Theatre & Performing Arts

South Chicago Dance Theatre’s Lamentations for Peace

The brand new holiday show by breakout artist Kia S. Smith features her acclaimed and versatile South Chicago Dance Theatre dancers along with live musical…

Sunday, December 7th
2:00 p.m.Monday, December 8th
3:15 p.m.
Who’s Holiday! at Theater Wit
Dec7
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,…

Sunday, December 7th
3:00 p.m.4:00 p.m.
Theater Wit
The Long Christmas Dinner
Dec7
Theatre & Performing Arts

The Long Christmas Dinner

THE LONG CHRISTMAS DINNER – nine decades long in just one 75-minute act – showcases the lives of several generations of the Bayard family. Wilder…

Sunday, December 7th
3:00 p.m.4:15 p.m.
Bramble Arts Loft
Rapornzel
Dec7
Theatre & Performing Arts

Rapornzel

An adult pantomime by Tom Whalley, author of last season’s THROBBIN WOOD. Many years ago, the King and Queen of a far off kingdom were…

Sunday, December 7th
3:00 p.m.4:30 p.m.
Hoover-Leppen Theatre
3656 North Halsted Street
Friends with Guns by Stephanie Alison Walker
Dec7
Theatre & Performing Arts

Friends with Guns by Stephanie Alison Walker

November 7 – December 7 | The Den Theatre written by Stephanie Alison Walker directed by Nathan Dale Short assistant direction by Emma Leeper You…

Sunday, December 7th
3:00 p.m.5:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Friends with Guns by Stephanie Alison Walker
Dec7
Theatre & Performing Arts

Friends with Guns by Stephanie Alison Walker

You think you know your friends, your neighbors, your spouse; but what happens when you suddenly find out they have a garage full of guns?…

Sunday, December 7th
3:00 p.m.10:00 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Dec7
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.…

Sunday, December 7th
7:00 p.m.
Theater Wit
That’s Weird, Grandma: Holiday Party!
Dec7
Theatre & Performing Arts

That’s Weird, Grandma: Holiday Party!

It’s an annual holiday tradition! PlayMakers Laboratory’s is pleased to welcome back its original sketch show That’s Weird, Grandma: Holiday Party! Playing five performances only…

Sunday, December 7th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Chicago’s Best Stand Up
Dec7
Music & Comedy

Chicago’s Best Stand Up

Welcome to The Laugh Factory – Chicago, where Chicago’s Best Stand Up will be performing live on July 12, 2025 at 7:00 PM. Get ready…

Sunday, December 7th
7:00 p.m.9:00 p.m.
The Laugh Factory
175 N Broadway
The Jinkx & DeLa Holiday Show
Dec7
Theatre & Performing Arts

The Jinkx & DeLa Holiday Show

You better watch out, you better not cry, because “The Queens of Christmas” (Entertainment Weekly) are coming to Chicago with a brand new edition of…

Sunday, December 7th
7:00 p.m.9:00 p.m.
The Chicago Theatre
175 N. State
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