‘Twas the Night Before… by Cirque du Soleil
Dec27
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 27th
7:00 p.m.9:00 p.m.
The Chicago Theatre
175 N. State
Chicago Holiday Fireworks Premier Plus Dinner Cruise on the Chicago River
Dec27
Tours & Attractions

Chicago Holiday Fireworks Premier Plus Dinner Cruise on the Chicago River

Savor an elegant evening filled with magic on a Holiday Fireworks Premier Plus Dinner Cruise on the Chicago River. Enjoy the joy and enchantment of…

Saturday, December 27th
7:00 p.m.9:30 p.m.
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Teatro Zinzanni
Dec27
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 27th
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Krampus: The Fright Before Christmas
Dec27
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…

Saturday, December 27th
7:00 p.m.10:00 p.m.
13th Floor Chicago
5050 River Rd
Amadeus
Dec27
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 27th
7:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Manual Cinema’s Christmas Carol
Dec27
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 27th
7:30 p.m.
Fine Arts Building | Studebaker Theater
410 South Michigan Avenue
Baby Wants Candy! The Original Completely Improvised Musical
Dec27
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 27th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Dec27
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 27th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
The Long Christmas Dinner
Dec27
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 27th
7:30 p.m.8:45 p.m.
Bramble Arts Loft
The Improvised Shakespeare Company®
Dec27
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 27th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
It’s a Wonderful Life: Live in Chicago!
Dec27
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 27th
7:30 p.m.9:00 p.m.
American Blues Theater
5627 N Lincoln Blvd
‘Twas The Night Before… By Cirque du Soleil
Dec27
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 27th
7:30 p.m.9:30 p.m.
Chicago Theatre
Sherlock Holmes and the Christmas Clowns
Dec27
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 27th
7:30 p.m.9:30 p.m.
City Lit Theater
1020 W. Bryn Mawr, Chicago, IL, 60660
Oil Lamp Presents “It’s A Wonderful Life: A Live Radio Play”
Dec27
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 27th
7:30 p.m.10:00 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
The Lincoln Lodge
Dec27
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 27th
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
ComedySportz Chicago
Dec27
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 27th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Chicago’s Best Stand Up
Dec27
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 27, 2025, at 9:15 PM. Get…

Saturday, December 27th
9:15 p.m.11:15 p.m.
The Laugh Factory
175 N Broadway
Best Of Annoyance Sketch
Dec27
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 27th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Joke Sistas Chicago
Dec27
Music & Comedy

Joke Sistas Chicago

Joke Sistas is the unofficial sorority of the Black Women in Comedy Laff Fest with NYC as home and now DC/DMV & Chicago as Sista…

Saturday, December 27th
9:30 p.m.11:00 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
The Nasty Show: Tiny Thickemz
Dec27
Dec28
Music & Comedy

The Nasty Show: Tiny Thickemz

Welcome to The Nasty Show: Tiny Thickemz at The Laugh Factory – Chicago! This December 27th, prepare to be blown away by the one and…

Saturday, December 27th
11:30 p.m.Sunday, December 28th
1:30 a.m.
The Laugh Factory
175 N Broadway
The Joffrey Ballet’s The Nutcracker
Dec28
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 28th
Lyric Opera of Chicago
20 N. Wacker Dr., Ste. 860
The Phantom of the Opera
Dec28
Theatre & Performing Arts

The Phantom of the Opera

THE BRILLIANT ORIGINAL RETURNS “MORE SPECTACULAR THAN EVER” – Sunday Express The Phantom is back to thrill audiences once again! Cameron Mackintosh presents a revitalized…

Sunday, December 28th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Lincoln Park ZooLights
Dec28

Lincoln Park ZooLights

Chicagoland’s favorite holiday tradition is back and brighter than ever! ZooLights Presented by Invesco QQQ and ComEd twinkles with more than 3 million lights, hundreds…

Sunday, December 28th
Winter Wonderfest
Dec28

Winter Wonderfest

Spot twinkly light displays and playful pops of holiday cheer inside Navy Pier’s Festival Hall, take in the towering 42-foot Holiday Tree, and discover endless ways to…