Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Dec20
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 20th
7:00 p.m.
Theater Wit
The Infinite Wrench
Dec20
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…

Saturday, December 20th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Who’s Holiday! at Theater Wit
Dec20
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 20th
7:00 p.m.8:00 p.m.
Theater Wit
The Nutcracker
Dec20
Theatre & Performing Arts

The Nutcracker

With its inspiring story, exquisite music, and masterful choreography, The Nutcracker captures the spirit of the holiday season. As the city’s only annual traditional Nutcracker, Ballet Chicago’s production…

Saturday, December 20th
7:00 p.m.9:00 p.m.
‘Twas the Night Before… by Cirque du Soleil
Dec20
Theatre & Performing Arts

‘Twas the Night Before… by Cirque du Soleil

The magic of ‘Twas the Night Before… by Cirque du Soleil is back for a limited run this holiday season at The Chicago Theatre, December…

Saturday, December 20th
7:00 p.m.9:00 p.m.
The Chicago Theatre
175 N. State
Much Ado About Nothing
Dec20
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…

Saturday, December 20th
7:00 p.m.9:30 p.m.
Chicago Shakespeare Courtyard Theater
800 E. Grand, Chicago, IL, 60611
Teatro Zinzanni
Dec20
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…

Saturday, December 20th
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Amadeus
Dec20
Theatre & Performing Arts

Amadeus

Vienna: a cacophony of music and intrigue. The emperor’s composer, Antonio Salieri, holds court until the flamboyant entrance of Wolfgang Amadeus Mozart: prodigy and wild…

Saturday, December 20th
7:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Manual Cinema’s Christmas Carol
Dec20
Theatre & Performing Arts

Manual Cinema’s Christmas Carol

Manual Cinema’s awe-inspiring, one-of-a-kind rendition of the Dickens classic returns to the Studebaker Theater this holiday season! Avowed holiday skeptic Aunt Trudy has been reluctantly…

Saturday, December 20th
7:30 p.m.
Fine Arts Building | Studebaker Theater
410 South Michigan Avenue
Baby Wants Candy! The Original Completely Improvised Musical
Dec20
Music & Comedy, Theatre & Performing Arts

Baby Wants Candy! The Original Completely Improvised Musical

“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…

Saturday, December 20th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Dec20
Music & Comedy, Theatre & Performing Arts

Clued In

After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…

Saturday, December 20th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
The Long Christmas Dinner
Dec20
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…

Saturday, December 20th
7:30 p.m.8:45 p.m.
Bramble Arts Loft
The Improvised Shakespeare Company®
Dec20
Theatre & Performing Arts

The Improvised Shakespeare Company®

The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago, now in its 19th year! Join us for an evening of…

Saturday, December 20th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
It’s a Wonderful Life: Live in Chicago!
Dec20
Theatre & Performing Arts

It’s a Wonderful Life: Live in Chicago!

George Bailey – the Everyman from small town Bedford Falls whose dreams of escape and adventure were stopped by family obligation and civic duty –…

Saturday, December 20th
7:30 p.m.9:00 p.m.
American Blues Theater
5627 N Lincoln Blvd
‘Twas The Night Before… By Cirque du Soleil
Dec20
Theatre & Performing Arts

‘Twas The Night Before… By Cirque du Soleil

Due to overwhelming success, the celebrated holiday theatrical ‘Twas the Night Before… by Cirque du Soleil is returning to The Chicago Theatre for a limited…

Saturday, December 20th
7:30 p.m.9:30 p.m.
Chicago Theatre
Sherlock Holmes and the Christmas Clowns
Dec20
Theatre & Performing Arts

Sherlock Holmes and the Christmas Clowns

Sherlock Holmes and Dr. Watson travel to the country to spend the holidays with an old army comrade of Watson’s. What they don’t know is…

Saturday, December 20th
7:30 p.m.9:30 p.m.
City Lit Theater
1020 W. Bryn Mawr, Chicago, IL, 60660
Christmas with C.S. Lewis
Dec20
Theatre & Performing Arts

Christmas with C.S. Lewis

Get in the holiday spirit with Christmas with C.S. Lewis, arriving in Chicago at the Broadway Playhouse at Water Tower Place. This evocative theatrical experience…

Saturday, December 20th
7:30 p.m.9:30 p.m.
Broadway Playhouse
175 E. Chestnut Ave. , Chicago, IL, 60611
Wild Door Theater Makes Its Chicago Debut With “Smokefall” at Theater Wit
Dec20
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 20th
7:30 p.m.10:00 p.m.
Theater Wit
Oil Lamp Presents “It’s A Wonderful Life: A Live Radio Play”
Dec20
Theatre & Performing Arts

Oil Lamp Presents “It’s A Wonderful Life: A Live Radio Play”

Oil Lamp Theater is proud to present the final production in its 2025 season, It’s A Wonderful Life: A Live Radio Play, November 20 –…

Saturday, December 20th
7:30 p.m.10:00 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
The Lincoln Lodge
Dec20
Theatre & Performing Arts

The Lincoln Lodge

The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…

Saturday, December 20th
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
ComedySportz Chicago
Dec20
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…

Saturday, December 20th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Who’s Holiday! at Theater Wit
Dec20
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 20th
9:00 p.m.10:00 p.m.
Theater Wit
Best Of Annoyance Sketch
Dec20
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.
The Joffrey Ballet’s The Nutcracker
Dec21
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 21st
Lyric Opera of Chicago
20 N. Wacker Dr., Ste. 860