Redtwist Theatre Presents “Confederates”
Jan31
Theatre & Performing Arts

Redtwist Theatre Presents “Confederates”

Award-winning Redtwist Theatre presents Confederates, January 29 – March 8, by Dominique Morisseau and directed by Aaron Reese Boseman, at Redtwist Theatre, 1044 W. Bryn…

Saturday, January 31st
7:30 p.m.9:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
Oil Lamp Theater’s “The Outsider”
Jan31
Theatre & Performing Arts

Oil Lamp Theater’s “The Outsider”

Oil Lamp Theater is proud to present the first production of its 2026 season, The Outsider, written by Paul Slade Smith and directed by Scott…

Saturday, January 31st
7:30 p.m.10:00 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
Porchlight Music Theatre Presents “The Irish… and How They Got That Way”
Jan31
Theatre & Performing Arts

Porchlight Music Theatre Presents “The Irish… and How They Got That Way”

Award-winning Porchlight Music Theatre is proud to present The Irish … and How They Got That Way, by Frank McCourt, original musical arrangements by Rusty…

Saturday, January 31st
7:30 p.m.10:00 p.m.
Ruth Page Center for the Arts
1016 North Dearborn Street
Holiday
Jan31
Mar1
Theatre & Performing Arts

Holiday

The 1920s Romantic Comedy Soars to New Life. From Tony Award winner Richard Greenberg comes a sparkling contemporary adaptation of Philip Barry’s classic play that…

Saturday, January 31st
7:30 p.m.Sunday, March 1st
2:00 p.m.
Goodman Albert Theatre
170 N. Dearborn, Chicago, IL, 60601
New Year New Show
Jan31
Music & Comedy, Theatre & Performing Arts

New Year New Show

New Year! New Show! Welcome to 2026 where the laughter runs hot and the jokes run cheap. Every week is a brand new sketch show,…

Saturday, January 31st
8:00 p.m.9:00 p.m.
The De Matt Theater at The Second City
230 W North Ave
The Lincoln Lodge
Jan31
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, January 31st
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
ComedySportz Chicago
Jan31
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, January 31st
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Green Corridors
Jan31
Theatre & Performing Arts

Green Corridors

Green Corridors Written by Natalka Vorozhbyt Translated by John Freedman with Natalia Bratus Directed by Kay Martinovich Using elements of absurdity and dark humor, Green Corridors is a…

Saturday, January 31st
8:00 p.m.9:30 p.m.
Trap Door Theatre
1655 W. Cortland St.
The Cosmic Underground Show
Jan31
Music & Comedy, Theatre & Performing Arts

The Cosmic Underground Show

The Cosmic Underground Show blasts off for a 90-minute immersive comedy, magic, and mind-reading show. Cosmic founders Harrison Lampert (a quirky sleight-of-hand expert) and Kayla…

Saturday, January 31st
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
Secret Sketch Show
Jan31
Music & Comedy

Secret Sketch Show

Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…

Saturday, January 31st
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Bryan Torresdey at The Comedy Bar
Jan31
Music & Comedy

Bryan Torresdey at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Bryan Torresdey is a first-generation Mexican-American…

Saturday, January 31st
9:00 p.m.11:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Best Of Annoyance Sketch
Jan31
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, January 31st
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
The Phantom of the Opera
Feb1
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, February 1st
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Eureka Day
Feb1
Theatre & Performing Arts

Eureka Day

Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…

Sunday, February 1st
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Stereophonic
Feb1
Theatre & Performing Arts

Stereophonic

The most Tony Award-winning Show of 2024. The most Tony Award-nominated Play of all time. Stereophonic mines the agony and the ecstasy of creation as it zooms in on a music studio in 1976. Here, an up-and-coming rock band recording…

Sunday, February 1st
CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602
The Indoor Farmers Market at Water Tower Place
Feb1
Festivals, Fairs & Special Events

The Indoor Farmers Market at Water Tower Place

For the second year in a row, Chicago’s Water Tower Place is teaming up with the South Loop Farmers Market to bring its popular indoor…

Sunday, February 1st
12:00 p.m.4:00 p.m.
Water Tower Place
835 N Michigan Ave
Winter Farmers Market
Feb1
Festivals, Fairs & Special Events

Winter Farmers Market

The 2026 market features an incredible line-up of local vendors and events, including: A diverse range of fresh produce, preserved veggies, cheeses and meats, snacks…

Sunday, February 1st
12:00 p.m.4:00 p.m.
Water Tower Place
835 N Michigan Ave
Così fan tutte
Feb1
Music & Comedy, Theatre & Performing Arts

Così fan tutte

Two officers, convinced all women are fickle in love, hatch a plan to switch places and woo each other’s fiancées in disguise — but the…

Sunday, February 1st
2:00 p.m.5:30 p.m.
Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
My Life as a Cowboy
Feb1
Theatre & Performing Arts

My Life as a Cowboy

Seventeen-year-old Conor feels stuck in the London suburb of Croydon and dreams of doing something unexpected—entering a country-and-western dance competition. He’s joined by Michael, a fellow lifeguard at…

Sunday, February 1st
3:00 p.m.4:30 p.m.
Open Space Arts
1411 W. Wilson Ave, Chicago, IL, 60640
The Dance of Death
Feb1
Theatre & Performing Arts

The Dance of Death

In the high stone tower of an isolated naval fortress, Alice and Edgar are about to celebrate 25 years of wedded bliss—if decades of resentment,…

Sunday, February 1st
3:00 p.m.5:00 p.m.
Oil Lamp Theater’s “The Outsider”
Feb1
Theatre & Performing Arts

Oil Lamp Theater’s “The Outsider”

Oil Lamp Theater is proud to present the first production of its 2026 season, The Outsider, written by Paul Slade Smith and directed by Scott…

Sunday, February 1st
3:00 p.m.5:30 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
Teatro Zinzanni
Feb1
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…

Sunday, February 1st
4:00 p.m.7:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
A musical tribute to “Paris in Black”
Feb1
Music & Comedy

A musical tribute to “Paris in Black”

We are celebrating the awe-inspiring exhibit of Paris in Black. Join Black Voices in Cabaret and fellow performers returning from the Chicago Paris Cabaret Connexion in France as we…

Sunday, February 1st
4:30 p.m.8:00 p.m.
DuSable Black History Museum and Education Center
740 E 56th Place
A Musical Tribute to Paris in Black
Feb1
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Music & Comedy

A Musical Tribute to Paris in Black

Celebrate the awe-inspiring exhibit of Paris in Black. Join Black Voices in Cabaret alongside fellow performers returning from the Chicago Paris Cabaret Connexion in France…

Sunday, February 1st
4:30 p.m.8:00 p.m.
DuSable Museum of African American History
740 East 56th Place