Sanctuary Circus Cabaret
Dec5
Theatre & Performing Arts

Sanctuary Circus Cabaret

Chicago’s underground circus cabaret is back! Running since 2016 and regularly selling out, Sanctuary Cabaret brings together some of Chicago’s best circus artists and visiting…

Saturday, December 5th
8:30 p.m. – 10:00 p.m.
aloft circus arts
3324 West Wrightwood Avenue
Pandemonium, Please Hold
Dec5
Music & Comedy, Theatre & Performing Arts

Pandemonium, Please Hold

The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…

Saturday, December 5th
9:30 p.m. – 11:00 p.m.
The Second City
1616 N. Wells St.
America@250 – Now is the Time: Artists Go to Work
Dec6
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Theatre & Performing Arts

America@250 – Now is the Time: Artists Go to Work

On July 4, 2026, America turned 250 years old. To reckon with the 250th anniversary of the Declaration of Independence is to reckon with freedom…

Sunday, December 6th
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Pigeon Gets a Big Time Holiday Extravaganza
Dec6
Music & Comedy, Theatre & Performing Arts

Pigeon Gets a Big Time Holiday Extravaganza

The Squirrels have decked the halls, and Elephant and Piggie are ready to celebrate the season. But will Pigeon join the festivities—or fly off to…

Sunday, December 6th
11:00 a.m. – 12:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Pigeon Gets a Big Time Holiday Extravaganza
Dec6
Music & Comedy, Theatre & Performing Arts

Pigeon Gets a Big Time Holiday Extravaganza

The Squirrels have decked the halls, and Elephant and Piggie are ready to celebrate the season. But will Pigeon join the festivities—or fly off to…

Sunday, December 6th
1:00 p.m. – 2:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Strawdog’s 9th Annual Hershel and the Hanukkah Goblins
Dec6
Theatre & Performing Arts

Strawdog’s 9th Annual Hershel and the Hanukkah Goblins

Strawdog Theatre Company returns once again with its 9th Annual production of Hershel and the Hanukkah Goblins. Hershel and their troupe are exhausted. They’ve been…

Sunday, December 6th
1:00 p.m. – 2:00 p.m.
Raven Theatre Company
6157 N. Clark St.
Premonitions Inc. at Kermess
Dec6
Theatre & Performing Arts

Premonitions Inc. at Kermess

We saw you coming. Fourteen floors above Randolph Street, aerialists fly through a century-old Belgian Spiegeltent while acrobatics, burlesque, cabaret, and comedy unfold around your…

Sunday, December 6th
1:00 p.m. – 2:30 p.m.
Kermess
32 W Randolph St, Floor 14
Blue Man Group – A New Holiday Surprise
Dec6
Theatre & Performing Arts

Blue Man Group – A New Holiday Surprise

Blue Man Group invites audiences to experience an all-new holiday production that reimagines the season through its signature blend of music, comedy, art, and immersive…

Sunday, December 6th
1:00 p.m. – 3:00 p.m.
CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602
Joffrey Ballet: The Nutcracker – Chicago, IL
Dec6
Theatre & Performing Arts

Joffrey Ballet: The Nutcracker – Chicago, IL

The Joffrey Ballet is bringing its critically acclaimed annual holiday production of The Nutcracker back to the Lyric Opera House from December 4 through December…

Sunday, December 6th
1:00 p.m. – 8:00 p.m.
Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
Slutbot
Dec6
Theatre & Performing Arts

Slutbot

Michelle signs up for Slutbot, an AI sexting service, as a creative writing exercise. Through increasingly intimate conversations with AI chatbots, Slutbot and Replika, Michelle…

Sunday, December 6th
2:00 p.m. – 3:30 p.m.
Northwestern University Chicago Campus – Abbott Hall Wirtz Theatre
710 N DuSable Lake Shore Dr. , Chicago, IL, 60611
Christmas Bingo: It’s a Ho-Ho-Holy Night!
Dec6
Theatre & Performing Arts

Christmas Bingo: It’s a Ho-Ho-Holy Night!

Did Santa babysit the baby Jesus? Why were the Three Wise Men so lost? Do you know what the holiday classic Silent Night first sounded…

Sunday, December 6th
2:00 p.m. – 4:00 p.m.
Stars & Garters Theater
3914 N. Clark St.
Our Town – Lazy Susan Theatre Co.
Dec6
Theatre & Performing Arts

Our Town – Lazy Susan Theatre Co.

Lazy Susan Theatre Co. presents Thornton Wilder’s Pulitzer Prize-winning masterpiece “Our Town” beginning November 12, 2026. A breakfast before school, first loves, and those quiet…

Sunday, December 6th
2:00 p.m. – 4:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Jackalope Theatre Company Presents “Engines and Instruments of Flight: A Fantasia in Three Acts”
Dec6
Theatre & Performing Arts

Jackalope Theatre Company Presents “Engines and Instruments of Flight: A Fantasia in Three Acts”

Jackalope Theatre Company presents the world premiere of Engines and Instruments of Flight: A Fantasia in Three Acts by Calamity West, written by Calamity West…

Sunday, December 6th
2:00 p.m. – 5:00 p.m.
Jackalope Theatre in the Broadway Armory
5917 N. Broadway
Who’s Holiday!
Dec6
Theatre & Performing Arts

Who’s Holiday!

Adults-only holiday fun: Who’s Holiday! brings Cindy-Lou Who back to Theater Wit for her sixth consecutive year(!) Step inside Chicago’s #1 holiday bedazzled mobile home to…

Sunday, December 6th
3:00 p.m. – 4:00 p.m.
Theater Wit
Constellations
Dec6
Theatre & Performing Arts

Constellations

One relationship. Infinite possibilities. In how many universes would you love someone? Nick Payne’s Olivier award-winning CONSTELLATIONS is a play about free will and friendship;…

Sunday, December 6th
3:00 p.m. – 4:30 p.m.
Hoover-Leppen Theatre
3656 North Halsted Street
The Jewish Nutcracker
Dec6
Theatre & Performing Arts

The Jewish Nutcracker

This timeless Christmas classic has been remade by Artistic Director Adina Stuhlman to express the ages-old Jewish holiday of Chanukah. Being cozy and family-friendly, The Jewish…

Sunday, December 6th
3:00 p.m. – 4:30 p.m.
The Edge Theater
5451 N Broadway Ave, Chicago, IL, 60640
Adirondack Chair Circle
Dec6
Theatre & Performing Arts

Adirondack Chair Circle

A gaggle of suburban moms, armed with pickleball paddles and hard kombucha, are ready to take on the school board in the fight of their…

Sunday, December 6th
3:00 p.m. – 5:00 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Lukas Sternath
Dec6
Music & Comedy, Theatre & Performing Arts

Lukas Sternath

Lukas Sternath is the new sound of Vienna. A native of the Austrian capital, he absorbed its hallowed traditions from an early age — both…

Sunday, December 6th
3:00 p.m. – 5:00 p.m.

220 S. Michigan Ave.
Oil Lamp Theater Presents “It’s A Wonderful Life: A Live Radio Play”
Dec6
Theatre & Performing Arts

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

Oil Lamp Theater is proud to announce the cast and creative team for its next production and the final production in its 2026 season, It’s…

Sunday, December 6th
3:00 p.m. – 5:00 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
Porchlight Music Theatre’s Little Shop of Horrors
Dec6
Theatre & Performing Arts

Porchlight Music Theatre’s Little Shop of Horrors

For more than four decades, the Tony Award-winning musical Little Shop of Horrors has delighted millions of fans around the world with the funny and…

Sunday, December 6th
3:00 p.m. – 5:00 p.m.
Victory Gardens Biograph Theater
2433 North Lincoln Avenue
Strawdog’s 9th Annual Hershel and the Hanukkah Goblins
Dec6
Theatre & Performing Arts

Strawdog’s 9th Annual Hershel and the Hanukkah Goblins

Strawdog Theatre Company returns once again with its 9th Annual production of Hershel and the Hanukkah Goblins. Hershel and their troupe are exhausted. They’ve been…

Sunday, December 6th
4:00 p.m. – 5:00 p.m.
Raven Theatre Company
6157 N. Clark St.
A View from the Bridge
Dec6
Theatre & Performing Arts

A View from the Bridge

Eddie Carbone, a longshoreman living in Red Hook, Brooklyn, harbors an obsessive love for his niece Catherine. When two illegal immigrants arrive from Sicily —…

Sunday, December 6th
4:00 p.m. – 6:15 p.m.
Chopin Theatre
1543 West Division Street
Drunk Christmas Carol
Dec6
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Drunk Christmas Carol

Drunk Christmas Carol, presented by the Drunk Shakespeare Society, brings a boozy twist on Charles Dickens’ holiday classic to Chicago for a limited run at…

Sunday, December 6th
5:00 p.m. – 7:00 p.m.
182 N. Wabash Ave., Chicago
182 N. Wabash Ave.
Pandemonium, Please Hold
Dec6
Music & Comedy, Theatre & Performing Arts

Pandemonium, Please Hold

The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…

Sunday, December 6th
7:00 p.m. – 8:30 p.m.
The Second City
1616 N. Wells St.