Tuesday Good Show
Feb17
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 Ave
Tomato Throw Show at The Comedy Bar
Feb17
Music & 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 60611
Crowd Work Wednesday at The Comedy Bar
Feb18
Music & 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 60611
Girl, I Guess Voter Guide & Senate Candidate Nick Uniejewski join Chicago’s Late Night Talk Show
Feb18
Music & 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 Avenue
Freya Skye – Stars Align 2026 Tour
Feb18
Music & 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, IL
Monolink – The Beauty of It All Tour
Feb18
Music & 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. Sheffield
Hooch & Holler Comedy Show
Feb18
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 18th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Improvised Sketch Show
Feb19
Festivals, 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.
Dumb and Drummer
Feb19
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.
Improvsed DCOM
Feb19
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 St
Class! with Chad the Bird and Sara Benincasa
Feb19
Music & 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 Avenue
Love is Improvised
Feb19
Music & 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 Floor
Love Is Improvised: A Comedy Dating Show
Feb19
Music & 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 Floor
Love Is Improvised: Season 2
Feb19
Music & 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 Floor
Scuffed Realtor Live – Nick Rochefort & Alex Schultz at The Comedy Bar
Feb19
Music & 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 60611
Sketch Playlist
Feb19
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…

Thursday, February 19th
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Roald Dahl’s The Enormous Crocodile: The Musical
Feb20
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 20th
Fine Arts Building | Studebaker Theater
410 South Michigan Avenue
The Dance Center and BraveSoul Movement present B-SERIES 2026: B-PRESENT BATTLE & JAM
Feb20
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 20th
11:00 a.m.12:30 p.m.
Columbia College Chicago Dance Center
1306 South Michigan Avenue
The Infinite Wrench
Feb20
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…

Friday, February 20th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
The Rules of Bad Behavior
Feb20
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 Avenue
ComedySportz Chicago
Feb20
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
1501 N. Kingsbury St.
ComedySportz Chicago
Feb20
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 St
The Rules of Bad Behavior – A Sketch Comedy Show
Feb20
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 20th
7:00 p.m.8:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Ahmed Ahmed at The Comedy Bar
Feb20
Music & 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