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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, March 28th
8:00 p.m. – 9:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & 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…
Saturday, March 28th
8:00 p.m. – 9:30 p.m.cosmic underground theater
3433 W Fullerton AveMusic & Comedy
AC2: Anderson Cooper & Andy Cohen
An Intimate Evening with Anderson Cooper and Andy Cohen will come to The Chicago Theatre on Friday, March 27 and Saturday, March 28.
Music & Comedy, Theatre & Performing Arts
This is Your Brain on Beer Comedy Show!
See comedians do two sets: first one sober and the second one DRUNK! Then the audience votes on their favorite drunk comic.
Saturday, March 28th
8:00 p.m. – 10:00 p.m.Midwest Coast Brewing Co.
2137 W. Walnut StreetMusic & 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…
Music & Comedy
Alvin Kuai at The Comedy Bar
Alvin Kuai is a comedian based in NYC where he is a regular at the Comedy Cellar and clubs around the city. He’s been featured…
Saturday, March 28th
9:00 p.m. – 10:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
The Cynz w/ Vinto Van Go
THE CYNZ are a full-throttle rock band formed around the songwriting talents of poet CYNDI DAWSON (voc) and HENRY SEIZ (gtr/voc). The band has been…
Saturday, March 28th
9:00 p.m. – 11:30 p.m.Reggies Rock Club
2105 S State StMusic & 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…
Saturday, March 28th
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy
Goodbye Darkness, We’re Not Friends
Death is a fact of life: horses get turned into glue, cows get sucked into tornadoes reverse-alien-style, and even pop legend Michael Jackson can’t live…
Sunday, March 29th
6:00 p.m. – 7:00 p.m.The De Matt Theater at The Second City
230 W North AveMusic & Comedy, Theatre & Performing Arts
Malarkey Comedy Expo League
Welcome to Expo League, where competition and exhibition meet to make an entertaining and interactive experience you’ll never forget! Like the Savannah Bananas and Harlem…
Music & Comedy
Chicago’s Best Comedy Show at The Comedy Bar
IMPORTANT HOUSE POLICIES: PLEASE READ 📍 All shows take place at 162 E Superior St. – The entrance to the venue is on Superior Street,…
Sunday, March 29th
7:00 p.m. – 8:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & 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!)…
Music & Comedy, Theatre & Performing Arts
Improvised 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 with…
Sunday, March 29th
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy, Theatre & Performing Arts
Free Symphonic Performance – Manhattan Concert Productions
Claim your ticket simply by showing up! Please arrive to the performance 60-15 minutes before showtime to claim your free tickets at the box office!…
Monday, March 30th
11:00 a.m. – 12:30 p.m.
220 S. Michigan Ave.Music & Comedy
Late Nite Mic with Vik Pandya at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…
Monday, March 30th
7:00 p.m. – 8:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & 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, March 31st
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, March 31st
7:00 p.m. – 8:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy, Theatre & Performing Arts
Madama Butterfly
Meet Cio-Cio-San — known as Madama Butterfly — a faithful but doomed geisha in love with B.F. Pinkerton. Everyone but Butterfly knows the Navy lieutenant…
Tuesday, March 31st
7:00 p.m. – 10:00 p.m.Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606Music & Comedy
Tab Benoit & Samantha Fish – When Two Tours Collide
Blues guitarist and singer Tab Benoit is scheduled to perform in Chicago on Tuesday, March 31, 2026, as part of the “When Two Tours Collide”…
Tuesday, March 31st
7:30 p.m. – 10:30 p.m.Park West
322 W Armitage AveMusic & Comedy
Crowd Work Wednesday
Crowd Work Wednesday is a weekly interactive comedy show where anything can happen—and the audience is part of the act. Hosted by Chicago comedians Pat…
Wednesday, April 1st
7:00 p.m. – 9:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
dvsn: Sept. 5th 10 Year Anniversary Shows
Canadian duo dvsn is scheduled to perform in Chicago on Wednesday, April 1, 2026, as part of their “Sept. 5th” 10 Year Anniversary Shows. This…
Wednesday, April 1st
7:00 p.m. – 10:00 p.m.Music & Comedy, Theatre & Performing Arts
Who’s Waldo? an April Fools’ comedy show.
Fifteen of Chicago’s best comedians will rapid-fire take the stage as Waldo (from Where’s Waldo?), and it’s up to the audience to figure out: Who’s Waldo?…
Wednesday, April 1st
9:00 p.m. – 10:30 p.m.The Lincoln Lodge
2040 North Milwaukee AvenueMusic & 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, April 1st
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,…

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