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Music & Comedy

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Black Boys Cry – Touring Stage Play
Jan10
Music & Comedy, Theatre & Performing Arts

Black Boys Cry – Touring Stage Play

In this hilarious and compelling story we journey through the lives of 7 black men who don’t necessarily experience black boy joy but have a…

Lincoln Park

Event details
Saturday, January 10th
8:00 p.m. – 10:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Bill Murray and His Blood Brothers
Jan10
Music & Comedy

Bill Murray and His Blood Brothers

Bill Murray and His Blood Brothers will perform live at Thalia Hall on Jan. 10, 2026.

Pilsen

Event details
Saturday, January 10th
8:00 p.m. – 11:00 p.m.
Thalia Hall
1807 South Allport Street
Secret Sketch Show
Jan10
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…

Lincoln Park

Event details
Saturday, January 10th
9:00 p.m. – 10:30 p.m.
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iO Theater
1501 N. Kingsbury St.
Best Of Annoyance Sketch
Jan10
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…

Lakeview

Event details
Saturday, January 10th
9:30 p.m. – 10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Teatro Zinzanni
Jan11
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…

Loop

Event details
Sunday, January 11th
4:00 p.m. – 7:00 p.m.
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Spiegeltent – Cambria Hotel
32 W. Randolph
Teatro Zinzanni
Jan11
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…

Event details
Sunday, January 11th
7:00 p.m. – 10:00 p.m.
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Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Wheel of Improv
Jan11
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Old Town

Event details
Sunday, January 11th
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
Tuesday Good Show
Jan13
Music & Comedy

Tuesday Good Show

Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…

Event details
Tuesday, January 13th
7:00 p.m. – 8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Paul Chowdhry – Artificial Indian Tour
Jan13
Music & Comedy

Paul Chowdhry – Artificial Indian Tour

Comedian Paul Chowdhry is scheduled to perform in Chicago, IL, on Tuesday, January 13, 2026, as part of his “Artificial Indian Tour”.

Event details
Tuesday, January 13th
7:30 p.m. – 9:30 p.m.
Park West
322 W Armitage Ave
2025-26 ONEW WORLD TOUR [ONEW THE LIVE : PERCENT (%)] IN USA
Jan14
Music & Comedy

2025-26 ONEW WORLD TOUR [ONEW THE LIVE : PERCENT (%)] IN USA

Sean Healy Presents 2025-26 ONEW WORLD TOUR [ONEW THE LIVE : PERCENT (%)] IN USA   ALL SALES FINAL NO REFUNDS/EXCHANGES ALL AGES

Jefferson Park

Event details
Wednesday, January 14th
7:30 p.m. – 9:30 p.m.
Copernicus Center
5216 West Lawrence Avenue
Hooch & Holler Comedy Show
Jan14
Music & Comedy, Theatre & Performing Arts

Hooch & Holler Comedy Show

Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…

Event details
Wednesday, January 14th
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Teatro Zinzanni
Jan15
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…

Event details
Thursday, January 15th
7:00 p.m. – 10:00 p.m.
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Teatro ZinZanni – Cambria Hotel
32 W Randolph St
A Fitness Carol
Jan15
Music & Comedy, Theatre & Performing Arts

A Fitness Carol

A Fitness Carol is a new, New Year’s sketch comedy show by Emily Kapp all about the oldest New Year’s resolution in the book: exercising.…

Event details
Thursday, January 15th
7:30 p.m. – 8:45 p.m.
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De Maat Studio Theater at Piper’s Alley
230 W North Ave
Dumb and Drummer
Jan15
Music & Comedy, Theatre & Performing Arts

Dumb and Drummer

Chicago’s best comedians doing their best material over live jazz! Every third Thursday at The Lincoln Lodge Theatre, Hosted by Jamaal Sanders, Hunter Hirsch, and…

Event details
Thursday, January 15th
7:30 p.m. – 9:00 p.m.
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The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Improvsed DCOM
Jan15
Music & Comedy, Theatre & Performing Arts

Improvsed DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…

Event details
Thursday, January 15th
8:00 p.m. – 9:00 p.m.
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Malarkey Comedy Company
1501 N Kingsbury St
Sketch Playlist
Jan15
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Sketch Playlist

Sketch Playlist is a weekly sketch show that will feature all-new sketches every single week… the ultimate sketch playlist. Come see these writers and performers…

Lincoln Park

Event details
Thursday, January 15th
9:30 p.m. – 10:30 p.m.
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iO Theater
1501 N. Kingsbury St.
The Infinite Wrench
Jan16
Music & Comedy, Theatre & Performing Arts

The Infinite Wrench

Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…

Andersonville

Event details
Friday, January 16th
7:00 p.m. – 8:00 p.m.
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The Neo-Futurist Theater
5153 N. Ashland Ave.
ComedySportz Chicago
Jan16
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…

Event details
Friday, January 16th
7:00 p.m. – 8:30 p.m.
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Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Jan16
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…

Event details
Friday, January 16th
7:00 p.m. – 8:30 p.m.
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Malarkey Comedy Company
1501 N Kingsbury St
Brady Matthews at The Comedy Bar
Jan16
Music & Comedy

Brady Matthews at The Comedy Bar

Brady Matthews is a comedic powerhouse with charisma to spare. He’s opened for legends like Demetri Martin and Trevor Wallace, headlined at top festivals including…

River North

Event details
Friday, January 16th
7:00 p.m. – 9:00 p.m.
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The Comedy Bar
500 N. LaSalle St.
Teatro Zinzanni
Jan16
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…

Event details
Friday, January 16th
7:00 p.m. – 10:00 p.m.
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Teatro ZinZanni – Cambria Hotel
32 W Randolph St
KOVAL Comedy – Benefitting Glessner House
Jan16
Music & Comedy, Theatre & Performing Arts

KOVAL Comedy – Benefitting Glessner House

KOVAL Comedy: Third Fridays of the Month highlights Chicago’s best stand-up comics… AND gives back to local nonprofits.   KOVAL Comedy is excited to return…

Event details
Friday, January 16th
7:30 p.m. – 8:30 p.m.
KOVAL Distillery
4241 N Ravenswood Ave
Devil’s Daughter
Jan16
Music & Comedy

Devil’s Daughter

The hottest show in town, Devil’s Daughter, features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Lincoln Park

Event details
Friday, January 16th
7:30 p.m. – 9:00 p.m.
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iO Theater
1501 N. Kingsbury St.
Best of Sketch
Jan16
Music & Comedy

Best of Sketch

Remember 2025? Remember all the sketches we did in 2025? It was a bit blurry for us, but we went through the archives and found,…

Event details
Friday, January 16th
7:30 p.m. – 9:00 p.m.
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Cornservatory
4210 N Lincoln Ave