ComedySportz Chicago
Feb27
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…

Friday, February 27th
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Feb27
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…

Friday, February 27th
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Rules of Bad Behavior – A Sketch Comedy Show
Feb27
Music & Comedy

The Rules of Bad Behavior – A Sketch Comedy Show

The Rules of Bad Behavior get recklessly applied to everything in this all-new, all-original sketch comedy revue! From awkward run-ins with Keanu Reeves at the…

Friday, February 27th
7:00 p.m.8:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Alex Quow at The Comedy Bar
Feb27
Music & Comedy

Alex Quow at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Alex Quow is a New York…

Friday, February 27th
7:00 p.m.9:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Devil’s Daughter
Feb27
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.…

Friday, February 27th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
The Original Improv Gladiators: Season 39
Feb27
Music & Comedy

The Original Improv Gladiators: Season 39

What started as an idea to fill a recently vacated production slot back in January of 2008 has turned into a sure-fire hit improv-aganza and…

Friday, February 27th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
The Addams Family Musical
Feb27
Music & Comedy, Theatre & Performing Arts

The Addams Family Musical

Blue Demon Theatre is proud to present THE ADDAMS FAMILY, a comical feast that embraces the wackiness in every family, features an original story and…

Friday, February 27th
7:30 p.m.10:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Matteo Mancuso – Route 96 Tour
Feb27
Music & Comedy

Matteo Mancuso – Route 96 Tour

Italian guitarist Matteo Mancuso is scheduled to perform in Chicago on Feb. 27, 2026 as part of his North American “Route 96 Tour”.

Friday, February 27th
7:30 p.m.10:30 p.m.
The Vic Theatre
3145 N. Sheffield
Cat Power – The Greatest Tour
Feb27
Music & Comedy

Cat Power – The Greatest Tour

Singer-songwriter Cat Power is scheduled to perform in Chicago on Friday, February 27, 2026, as part of her “The Greatest Tour”. This headlining run celebrates…

Friday, February 27th
7:30 p.m.10:30 p.m.
The Riveria Theater
4746 N Racine Ave
Devil’s Daughter
Feb27
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.…

Friday, February 27th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
Feb27
Music & Comedy, Theatre & Performing Arts

Missed Call Sketch Comedy Show

Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!

Friday, February 27th
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
The Cosmic Underground Show
Feb27
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…

Friday, February 27th
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
Vir Das – Hey Stranger: A Tour of the World
Feb27
Music & Comedy

Vir Das – Hey Stranger: A Tour of the World

Indian comedian and actor Vir Das will perform in Chicago on Friday, February 27, 2026, at The Chicago Theatre. This show is part of his…

Friday, February 27th
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Trapped in a Musical – an improvised musical
Feb27
Music & Comedy, Theatre & Performing Arts

Trapped in a Musical – an improvised musical

Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…

Friday, February 27th
9:00 p.m.10:00 p.m.
Prov Ur Love 2 Me
Feb27
Music & Comedy, Theatre & Performing Arts

Prov Ur Love 2 Me

Step into the villa for Prov Ur Love 2 Me – Season 3. After a hot and spicy season one and two, a whole new…

Friday, February 27th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St.
Alex Quow at The Comedy Bar
Feb27
Music & Comedy

Alex Quow at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Alex Quow is a New York…

Friday, February 27th
9:00 p.m.11:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Voila: The Improvised Musical
Feb27
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, February 27th
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
Feb27
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, February 27th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Addams Family Musical
Feb28
Music & Comedy, Theatre & Performing Arts

The Addams Family Musical

Blue Demon Theatre is proud to present THE ADDAMS FAMILY, a comical feast that embraces the wackiness in every family, features an original story and…

Saturday, February 28th
2:00 p.m.5:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
The Dance Center and BraveSoul Movement present B-SERIES 2026: B-PRESENT BATTLE & JAM
Feb28
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

The Dance Center and BraveSoul Movement present B-SERIES 2026: B-PRESENT BATTLE & JAM

The 12th annual celebration of Hip Hop & Street Dance Culture co-curated by faculty Daniel BRAVEMONK Haywood and Kelsa K-SOUL Rieger-Haywood. This year’s theme B-PRESENT…

Saturday, February 28th
2:00 p.m.9:00 p.m.
Columbia College Chicago Dance Center
1306 South Michigan Avenue
ComedySportz Chicago
Feb28
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, February 28th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Nothing More – Carnal Nature 2026 World Tour
Feb28
Music & Comedy

Nothing More – Carnal Nature 2026 World Tour

Triple-Grammy-nominated outfit Nothing More/w special guests Catch Your Breath, Archers & Doobie will perform live at Riviera Theatre on Feb. 28, 2026.

Saturday, February 28th
6:30 p.m.10:00 p.m.
The Riveria Theater
4746 N Racine Ave
The Infinite Wrench
Feb28
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…

Saturday, February 28th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Sherri Shepherd
Feb28
Music & Comedy

Sherri Shepherd

Welcome to the Vic Theatre in Chicago, Illinois, where the talented Sherri Shepherd will be gracing the stage on February 28, 2026, at 7:00 PM.…

Saturday, February 28th
7:00 p.m.9:00 p.m.
The Vic Theatre
3145 N. Sheffield