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Tis' the season for laughter and cheer! The Second City is decking its holiday lineup with shows for every sense of humor; including two hilarious holiday shows that promise big laughter for all ages. Whether you're craving a nostalgic night out or starting a new holiday tradition, The Second City makes any winter outing merry and oh, so bright.

Make hilarious holiday memories with The Second City. Save 25% on tickets to Not Today, Santa and Pandemonium, Please Hold in December if booked between September 17 and October 9. Use code HOLIDAY2026 at checkout.

For showtimes and tickets please visit secondcity.com or call our box office at (312) 337-3992. The Second City is located at 1616 N. Wells Street.

The Second City's Holiday Lineup
Not Today, Santa
November 25 – December 28, 2026
Tickets start at $45.

Not Today, Santa is The Second City's ultimate holiday comedy celebration, featuring a merry mix of fan-favorite sketches, sharp satire, and festive fun. Packed with laughs for anyone who has survived a family holiday gathering, this seasonal revue is the perfect holiday outing for friends, families, and office parties alike.

Rudolph Runs Wild
November 27 – December 27, 2026
Tickets are $30.

Share silliness this holiday season with Rudolph Runs Wild, a jolly extravaganza for kids, parents, grandparents, aunts, uncles, and reindeer of all ages! Featuring a fun and festive blend of family-friendly songs and sketches from The Second City's rich comedy archives, fresh new material written specifically for young audiences, and – of course – the ridiculous improv hijinks The Second City is world famous for. Brighten your winter with this one-of-a-kind interactive theatrical experience offering audience members, young and old, the chance to enjoy the comedy fun both from their seats and by joining The Second City performers onstage!

Also Playing at The Second City
Searching for mistletoe free options? We get it! Beat the Scrooge accusations by seeing Second City's hit revues Pandemonium, Please Hold and Reality Detox: The Improv Experience. It's the perfect date night plan without the holiday overload. Turn bah humbug into a night full of laughter with these hit shows.

Pandemonium, Please Hold
Open Run
Tickets start at $40.

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 cranks the amps and stage dives headfirst into the chaos with blistering sketch comedy, unpredictable improv, explosive live music, and absolutely zero chill. Cathartic and wildly funny, brace for pandemonium and join us for a night of full-volume hilarity. Come scream into the abyss with us.

Reality Detox: The Improv Experience
Open Run
Tickets start at $40

Reality Detox: The Improv Experience is a high-energy night of improvisation from The Second City, with a few sketch surprises mixed in along the way. Built fresh each night and shaped by the people in the room, every performance is different from the last. Funny, fast, and wildly unpredictable, it's a chance to escape reality and enjoy a night of laughter. Come be part of the comedy magic.

About The Second City

The Second City opened its doors in 1959 as a small comedy cabaret and has since grown to become the world's most influential name in improv and comedy. Second City's stages, Touring Companies, and Training Centers across North America have proudly been the launch pad for many of the funniest names on the planet, including John Belushi, John Candy, Steve Carell, Stephen Colbert, Chris Farley, Tina Fey, Keegan-Michael Key, Eugene Levy, Tim Meadows, Bill Murray, Mike Myers, Suzy Nakamura, Catherine O'Hara, Amy Poehler, Gilda Radner, Sam Richardson, Joan Rivers, Amber Ruffin, Robin Thede and Steven Yeun, among many more.

Published in Upcoming Theatre

Operation Mincemeat: A Smart, Scrappy Musical That Shines When Its Cast Takes the Wheel

01 October 2026 in Theatre in Review

In the 2019 film Yesterday, a struggling musician wakes up in a world where The Beatles never existed. A similar…

Backyard Theatre Company’s Red Bike - Berger Park Coach House Theatre - Through October 24th

30 September 2026 in Now Playing

Red Bike is an intimate, movement‑driven play that follows a young person navigating a town transforming faster than they can…

SANCTUARY STORIES - A JOURNALISM THEATER PROJECT October 9-18 at the Athenaeum Center for Thought and Culture

30 September 2026 in Upcoming Theatre

Through music, documentary video, sound, photos and live actors, “SANCTUARY STORIES: A JOURNALISM THEATER PROJECT” captures in words and images…

Red Theater presents the world premiere of CHURCH HURT October 24 - November 21, 2026

30 September 2026 in Upcoming Theatre

Red Theater is thrilled to announce the cast and production team of the world premiere of Church Hurt by Brynne…

Ballets Jazz Montréal Makes Chicago debut at THE AUDITORIUM Saturday, November 7th

30 September 2026 in Upcoming Dance

The Auditorium (Chicago's landmark stage at 50 E. Ida B. Wells Drive) continues its 2026-27 Dance Season titled North American…

A Red Orchid Theatre Opens 34th Season with Chicago Premiere of HEROES OF THE FOURTH TURNING October 29 – December 6, 2026

29 September 2026 in Upcoming Theatre

A Red Orchid Theatre is pleased open its 34th Season, exploring the theme of "world on fire," with the Chicago…

Lookingglass announces new leadership team

29 September 2026 in Theatre Buzz

Lookingglass Theatre Company today announced a new leadership structure that brings together four longtime members of its acclaimed ensemble and…

Steppenwolf’s Topdog/Underdog: When History Deals the Cards

28 September 2026 in Theatre in Review

Susan-Lori Parks’ Topdog/Underdog, the Pulitzer Prize-winning masterpiece, is the kind of play that changes depending on when—and how many times—you…

MAMMA MIA! and HADESTOWN Return to Chicago in Spring 2027

28 September 2026 in Upcoming Theatre

Broadway In Chicago is excited to announce two fan-favorite shows are returning to our stages this year: MAMMA MIA! and…

'I’m Going to Marry You Tobey Maguire,' Full of Laughs, Ends With a Fizzle

25 September 2026 in Theatre in Review

Here’s a play that should be really good, based on its reputation alone. Written by Chicago comedy writer Samantha Hurley,…

ALL THINGS EQUAL: THE LIFE AND TRIALS OF RUTH BADER GINSBURG 2027 NATIONAL TOUR - tickets now on sale

25 September 2026 in Upcoming Theatre

Innovation Arts & Entertainment, along with Broadway In Chicago, are thrilled to announce single tickets for ALL THINGS EQUAL: THE…

League of Chicago Theatres announces "It's Theatre Season" and celebrates the industry's impact

24 September 2026 in Theatre Buzz

The League of Chicago Theatres announces the return of It's Theatre Season, a campaign inviting Chicagoans and visitors to discover…

Steppenwolf Theatre Continues 51st Season with World Premiere of ADIRONDACK CHAIR CIRCLE October 22 — December 6

24 September 2026 in Upcoming Theatre

Steppenwolf Theatre Company, the nation's premier ensemble theater company, is pleased to launch its 51st Season with the world premiere of…

Lookingglass’ Kowalski Ignites a Battle of Wits Between Two Icons

24 September 2026 in Theatre in Review

Lookingglass Theatre’s production of Kowalski offers a gripping, fictionalized glimpse into the first meeting between two theater greats: Tennessee Williams…

Writers Theatre continues its 35th Anniversary Season with explosive, high-stakes boxing drama The Royale October 22 – November 29

23 September 2026 in Theatre in Review

Writers Theatre, under the leadership of Executive Director Kathryn M. Lipuma and Alexandra C. and John D. Nichols Artistic Director Braden Abraham, continues…

Detroit ’67: A Basement Becomes a City on the Brink

23 September 2026 in Theatre in Review

Detroit was burning in the summer of 1967, inside one basement, life was still  going on. That contrast is at…

Now Boarding: Bonnie’s Last Flight, a Sky‑High Comedy with Real Heart

23 September 2026 in Theatre in Review

Rivendell Theatre Ensemble closes its milestone 30th season with Bonnie’s Last Flight, a sly, sky‑high comedy set during a flight…

Teatro Vista Productions announces season

22 September 2026 in Upcoming Theatre

Teatro Vista Productions, the Midwest's only Latine-led Equity theatre company, led by Executive Director Lorena Diaz and Artistic Director Wendy…

Step Right Up and Ride the Cyclone (The Musical) at Metropolis Arlington Heights

22 September 2026 in Theatre in Review

If anyone has ever told you to buckle up and enjoy the ride, they were talking about life—and even if…

Funny ‘Prayer Circle’ Is Loaded With Laughs 

22 September 2026 in Theatre in Review

Erik Gernand is resident playwright at Redtwist Theatre, and his Prayer Circle is absolutely laugh-out-loud funny. The strength of this…

Steppenwolf Presents GRACEFUL WARRIOR: AN EVENING WITH GARY SINISE - Tuesday, November 24, 2026

22 September 2026 in Upcoming Theatre

Steppenwolf Theatre Company, the nation's premier ensemble theater company, is pleased to present Graceful Warrior: An Evening with Gary Sinise on Tuesday, November…

Acclaimed Mexodus musical makes Chicago premiere November 7-21 at Studebaker Theater

22 September 2026 in Upcoming Theatre

Studebaker Theater, P3 Productions and Audible, in collaboration with Teatro Vista Productions, present the Chicago premiere of the groundbreaking, award-winning new hip-hop musical Mexodus, written and performed…

Arts in the Dark Parade moves to Columbus Drive due to dynamic growth, Oct. 24

21 September 2026 in Theatre Buzz

LUMA8 and the City of Chicago return with the 12th Annual Arts in the Dark Halloween Parade, a family-friendly celebration…

American Blues Theater hosts its annual costumed fundraiser HALLOWEEN BOO BASH October 25th

21 September 2026 in Theatre Buzz

American Blues Theater, under the continued leadership of Executive Artistic Director Gwendolyn Whiteside, presents Halloween Boo Bash, its annual costumed fundraiser benefiting artists' wages…

Definition's How We Got On: A Mixtape for the Stage

21 September 2026 in Theatre in Review

What happens when three young people discover hip-hop and realize they might have something to say? Idris Goodwin’s How We…

Open Space Arts Presents BEFORE WE ARE HISTORY October 23 – November 8

21 September 2026 in Upcoming Theatre

Open Space Arts presents BEFORE WE ARE HISTORY, a three-week theatrical exploration of LGBTQ+ theater created during and in response to…

Northlight Delivers a Headline-Making, Hilarious Front Page

20 September 2026 in Theatre in Review

Northlight Theatre opened its new venue with Jeffrey Hatcher’s smart, rejuvenated adaptation of The Front Page. Commissioned by Artistic Director…

Chicago Shakes' Play On!: With a Syncopated Harlem Beat

20 September 2026 in Theatre in Review

There are some productions you watch, and then there are productions that make your heart swoon and your toe tap.…

Overshadowed's Flame of Fire Finds Humanity, Strength, and Forgiveness in a Tragic Chapter of Missionary History

19 September 2026 in Theatre in Review

Overshadowed Productions’ Flame of Fire revisits one of the most polarizing true stories in mid‑century missionary history, and the result…

The Attic at Goodman Theatre Redefines Memoir Through Breathtaking Physical Storytelling

19 September 2026 in Theatre in Review

At intermission, I sent Ken, Buzz Center Stage’s managing editor, a text: “So thankful I made it!! It’s intermission, and…

 

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