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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.…
Tuesday, February 17th
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveMusic & Comedy
Tomato Throw Show at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…
Tuesday, February 17th
7:00 p.m. – 9:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & 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 18th
7:00 p.m. – 9:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Girl, I Guess Voter Guide & Senate Candidate Nick Uniejewski join Chicago’s Late Night Talk Show
Get the late night talk show experience without heading to NYC or LA! The Not That Late Show is a POC- and queer-led late-night talk…
Wednesday, February 18th
7:30 p.m. – 9:00 p.m.The Lincoln Lodge
2040 North Milwaukee AvenueMusic & Comedy
Freya Skye – Stars Align 2026 Tour
Pop singer Freya Skye will perform live at Chicago’s The Salt Shed Indoors on Feb. 18, 2026.
Wednesday, February 18th
8:00 p.m. – 11:00 p.m.The Salt Shed
1357 N Elston Ave, Chicago, ILMusic & Comedy
Monolink – The Beauty of It All Tour
German singer-songwriter and electronic dance music producer Monolink is scheduled to perform in Chicago on Wednesday, February 18, 2026, as part of “The Beauty of…
Wednesday, February 18th
8:00 p.m. – 11:00 p.m.The Vic Theatre
3145 N. SheffieldMusic & 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 18th
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionFestivals, 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 19th
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St.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…
Thursday, February 19th
7:30 p.m. – 9:00 p.m.The Lincoln Lodge Theater
2040 N. Milwaukee Ave.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 19th
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy
Class! with Chad the Bird and Sara Benincasa
Your professors Sara Benincasa and Chad the Bird present a night of mildly educated comedy on a stimulating subject w/ their favorite comedians! No degree?…
Thursday, February 19th
8:00 p.m. – 9:30 p.m.The Lincoln Lodge
2040 North Milwaukee AvenueMusic & 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 19th
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 19th
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 19th
8:30 p.m. – 9:30 p.m.The Second City
230 W North Ave., 2nd FloorMusic & Comedy
Scuffed Realtor Live – Nick Rochefort & Alex Schultz at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Nick Rochefort and Alex Schultz are…
Thursday, February 19th
9:00 p.m. – 11:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Festivals, 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 19th
9:30 p.m. – 10:30 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
Roald Dahl’s The Enormous Crocodile: The Musical
The Enormous Crocodile musical brings Roald Dahl’s story to life with puppets, music, and laughs — a fun family show at Chicago’s Studebaker Theater. “For…
Friday, February 20thFine Arts Building | Studebaker Theater
410 South Michigan AvenueFestivals, 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 20th
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 20th
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 20th
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 20th
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 20th
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 20th
7:00 p.m. – 8:30 p.m.The Den Theatre
1331 North Milwaukee AvenueMusic & Comedy
Ahmed Ahmed at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Egyptian-American actor, comedian, producer, and director…
Friday, February 20th
7:00 p.m. – 8:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611

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