Who’s Holiday! at Theater Wit
Dec19
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 19th
7:00 p.m.8:00 p.m.
Theater Wit
ComedySportz Chicago
Dec19
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, December 19th
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Dec19
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, December 19th
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Jason Ellis at The Comedy Bar
Dec19
Music & Comedy

Jason Ellis at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Born in Melbourne Australia, and now…

Friday, December 19th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
The Nutcracker
Dec19
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…

Friday, December 19th
7:00 p.m.9:00 p.m.
Chicago’s Best Stand Up
Dec19
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 Broadway
Crumb
Dec19
Music & Comedy

Crumb

Welcome to the Byline Bank Aragon Ballroom in Chicago, Illinois – where the magic of live music comes to life! Get ready for an unforgettable…

Friday, December 19th
7:00 p.m.9:00 p.m.
The Black Angels
Dec19
Music & Comedy

The Black Angels

Welcome to the Byline Bank Aragon Ballroom in the vibrant city of Chicago, Illinois! On December 19, 2025, get ready to be mesmerized by the…

Friday, December 19th
7:00 p.m.9:00 p.m.
Unknown Metal Orchestra
Dec19
Music & Comedy

Unknown Metal Orchestra

Welcome to the electrifying performance by the Unknown Metal Orchestra at the iconic Byline Bank Aragon Ballroom in the heart of Chicago, Illinois! On December…

Friday, December 19th
7:00 p.m.9:00 p.m.
‘Twas the Night Before… by Cirque du Soleil
Dec19
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…

Friday, December 19th
7:00 p.m.9:00 p.m.
The Chicago Theatre
175 N. State
Christmas with C.S. Lewis
Dec19
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…

Friday, December 19th
7:00 p.m.9:00 p.m.
Broadway Playhouse
175 E. Chestnut Ave. , Chicago, IL, 60611
Lookingglass Theatre Company Presents “Anthony Rapp: Home for the Holidays”
Dec19
Theatre & Performing Arts

Lookingglass Theatre Company Presents “Anthony Rapp: Home for the Holidays”

Chicago’s Tony-Award winning Lookingglass Theatre Company, is proud to announce multi-award winner Anthony Rapp in the world premiere of a seasonal and intimate cabaret, Anthony…

Friday, December 19th
7:00 p.m.9:00 p.m.
Lookingglass Theatre Company
821 N. Michigan Ave.
Much Ado About Nothing
Dec19
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…

Friday, December 19th
7:00 p.m.9:30 p.m.
Chicago Shakespeare Courtyard Theater
800 E. Grand, Chicago, IL, 60611
Zhou B Art Center 3rd Friday
Dec19
Museums, Galleries & Exhibitions

Zhou B Art Center 3rd Friday

Zhou B Art Center opens exhibitions every 3rd Friday of the month with an evening reception from 7pm-10pm hosted by resident artists and galleries. This…

Friday, December 19th
7:00 p.m.10:00 p.m.
Zhou B Art Center
1029 West 35th Street
Teatro Zinzanni
Dec19
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…

Friday, December 19th
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Krampus: The Fright Before Christmas
Dec19
Festivals, Fairs & Special Events, Tours & Attractions

Krampus: The Fright Before Christmas

We have transformed our haunted house into a Christmas wonderland, although it won’t be all glitter and snowflakes. You better watch out. You better not…

Friday, December 19th
7:00 p.m.10:00 p.m.
13th Floor Chicago
5050 River Rd
Amadeus
Dec19
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…

Friday, December 19th
7:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Manual Cinema’s Christmas Carol
Dec19
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…

Friday, December 19th
7:30 p.m.
Fine Arts Building | Studebaker Theater
410 South Michigan Avenue
The Long Christmas Dinner
Dec19
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…

Friday, December 19th
7:30 p.m.8:45 p.m.
Bramble Arts Loft
The Improvised Shakespeare Company®
Dec19
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…

Friday, December 19th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
It’s a Wonderful Life: Live in Chicago!
Dec19
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 –…

Friday, December 19th
7:30 p.m.9:00 p.m.
American Blues Theater
5627 N Lincoln Blvd
Happy Holly-Daze: A Holiday Drinking Game Performance
Dec19
Music & Comedy

Happy Holly-Daze: A Holiday Drinking Game Performance

Year after year, Corn Productions brings the holiday magic in a tradition spanning over a decade. Happy Holly-Daze is a sketch comedy show about all…

Friday, December 19th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
‘Twas The Night Before… By Cirque du Soleil
Dec19
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…

Friday, December 19th
7:30 p.m.9:30 p.m.
Chicago Theatre
Music of the Baroque: Holiday Brass & Choral Concerts
Dec19
Theatre & Performing Arts

Music of the Baroque: Holiday Brass & Choral Concerts

Principal Guest Conductor Nicholas Kraemer directs this decades-long Chicago tradition for the very first time. The Chorus and Brass Ensemble bring to life festive music…

Friday, December 19th
7:30 p.m.9:30 p.m.
St. Michael Church in OId Town
1633 North Cleveland