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Music & Comedy
Songwriter Circle w/ host Terry White and guests Ike & Shane Reilly
Chicago singer-songwriter Terry White continues his monthly ‘Songwriter Circle’ residency at Fitzgerald’s Sidebar with special guests Ike and Shane Reilly. This is a free event…
Tuesday, February 24th
7:00 p.m. – 9:00 p.m.Fitzgerald’s
6615 Roosevelt RoadFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Comic Court: Chicago’s #1 Comedy Court Show
Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…
Tuesday, February 24th
9:00 p.m. – 10:30 p.m.The Lincoln Lodge
2040 North Milwaukee AvenueMusic & Comedy
Crowd Work Wednesday at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Crowd Work Wednesday is a weekly…
Wednesday, February 25th
7:00 p.m. – 9:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Andrea Bocelli: Romanza – 30th Anniversary World Tour
Andrea Bocelli is scheduled to perform in Chicago at the United Center on February 25, 2026, as part of his Romanza—30th Anniversary World Tour.
Wednesday, February 25th
8:00 p.m. – 11:00 p.m.United Center
1901 W Madison St,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…
Wednesday, February 25th
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionMusic & Comedy, Theatre & Performing Arts
The Fizz Show
Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…
Wednesday, February 25th
10:00 p.m. – 11:00 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy
OhJay Lamont & Friends at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry OhJay Lamont, born and raised on…
Thursday, February 26th
7:00 p.m. – 9:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Improvised Sketch Show
Improvised Sketch Show is a weekly sketch show written in real time by a rotating cast of improvisers alongside YOU, the audience. It’s the structure…
Thursday, February 26th
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St.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…
Thursday, February 26th
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy, Theatre & Performing Arts
In the Realm of Senses presents: Myths & Legends
In the Realm of Senses: Myths & Legends is an immersive concert experience where ancient stories are reimagined through sound, sight, movement, and scent. Featuring…
Thursday, February 26th
8:00 p.m. – 10:00 p.m.Chopin Theatre
1543 West Division StreetMusic & Comedy, Theatre & Performing Arts
Love is Improvised
An improvised take on a hit reality-TV show that dares to ask… is love truly improvised? A cast of 10 improvisers embark on a journey…
Thursday, February 26th
8:30 p.m. – 9:30 p.m.Judy’s Beat Lounge
230 W. North Ave. 2nd FloorMusic & Comedy, Theatre & Performing Arts, Tours & Attractions
Love Is Improvised: A Comedy Dating Show
Want a Date Night idea? Come laugh with love as we celebrate love and everything funny that comes with it! An improvised take on a…
Thursday, February 26th
8:30 p.m. – 9:30 p.m.The Second City
230 W North Ave., 2nd FloorMusic & Comedy, Theatre & Performing Arts
Love Is Improvised: Season 2
An improvised take on a hit reality-TV show that dares to ask… is love truly improvised? A cast of 10 improvisers will embark on a…
Thursday, February 26th
8:30 p.m. – 9:30 p.m.The Second City
230 W North Ave., 2nd FloorFestivals, 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…
Thursday, February 26th
9:30 p.m. – 10:30 p.m.iO Theater
1501 N. Kingsbury St.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…
Friday, February 27th
11:00 a.m. – 12:30 p.m.Columbia College Chicago Dance Center
1306 South Michigan AvenueMusic & 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…
Friday, February 27th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy
The Rules of Bad Behavior
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. – 8:00 p.m.The Den Theatre
1331 North Milwaukee AvenueMusic & 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.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 StMusic & 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 AvenueMusic & 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 60611Music & 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.…
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…
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

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