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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, March 20th
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,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, March 20th
10:00 p.m. – 11:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Music & Comedy
Stargazers Adventure Club
Blast off with Stargazers Adventure Club in Planetary Games, an interactive space spectacular where imagination fuels the fun! You’ll learn planetary facts from out-of-this-world host,…
Saturday, March 21st
10:00 a.m. – 11:30 a.m.Stars & Garters Theater
3914 N. Clark St.Music & Comedy, Theatre & Performing Arts
Once Upon A Time In Bangalore
“Once Upon a Time in Bangalore” is a long-form improv comedy show inspired by over-dramatic commercial Bollywood movies. The show recreates a typical “masala” movie;…
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 21st
6:00 p.m. – 7:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy, Theatre & Performing Arts
Dinner Detective Murder Mystery Show
The Dinner Detective is an interactive true crime murder mystery show set in the present day and based on real cold cases. Feast on a…
Saturday, March 21st
6:00 p.m. – 9:00 p.m.Courtyard by Marriott Chicago Downtown Magnificent Mile
165 E Ontario StMusic & 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, March 21st
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy, Theatre & Performing Arts
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…
Music & Comedy, Theatre & Performing Arts
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…
Saturday, March 21st
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St., Theater on the Second FloorMusic & Comedy, Theatre & Performing Arts
Improvised Jane Austen
Celebrate Jane Austen’s birthday all winter long with Improvised Jane Austen! Just one day cannot encapsulate a proper observation of Jane Austen’s life and work.…
Music & Comedy
Josh Ocean Thomas and 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 Josh Ocean Thomas is a Tunisian-American…
Saturday, March 21st
7:30 p.m. – 9:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
The Bald and the Beautiful LIVE – Very Bald, Very Beautiful 2026 Tour
The podcast live show The Bald and the Beautiful LIVE: Very Bald, Very Beautiful, featuring Trixie Mattel and Katya, is coming to Chicago, IL, on…
Saturday, March 21st
7:30 p.m. – 9:30 p.m.The Chicago Theatre
175 N. StateMusic & Comedy
Cardi B – Little Miss Drama 2026 Tour
Cardi B is scheduled to perform in Chicago at the United Center on Saturday, March 21, 2026, as part of her Little Miss Drama tour.…
Saturday, March 21st
7:30 p.m. – 10:30 p.m.United Center
1901 W Madison St,Music & Comedy
Bryce Crawford – I Love Jesus U.S. Tour
Bryce Crawford is scheduled to perform in Chicago on Saturday, March 21, 2026, as part of his I Love Jesus U.S. Tour. This headlining tour…
Saturday, March 21st
7:30 p.m. – 10:30 p.m.The Riveria Theater
4746 N Racine AveMusic & Comedy, Theatre & Performing Arts
Duluth: an improvised Midwest Murder
Inspired by the classic movie and hit FX show “Fargo”, Duluth takes audiences into the world of true crime in the Midwest. The cast of…
Saturday, March 21st
8:00 p.m. – 9:00 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.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 21st
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 21st
8:00 p.m. – 9:30 p.m.cosmic underground theater
3433 W Fullerton AveMusic & Comedy
The High Kings – Rocky Road Tour
Ireland’s leading folk group The High Kings are scheduled to perform in Chicago on Saturday, March 21, 2026, as part of their newly announced Rocky…
Saturday, March 21st
8:00 p.m. – 11:00 p.m.The Vic Theatre
3145 N. SheffieldMusic & 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, 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 21st
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy
Josh Ocean Thomas and 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 Josh Ocean Thomas is a Tunisian-American…
Saturday, March 21st
9:30 p.m. – 11:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Boots – Chicago
Chicago, get ready to gather at Metro Chicago for an unforgettable night with Boots—one of the city’s go-to picks for live entertainment. Boots – Chicago…
Saturday, March 21st
10:00 p.m. – 11:30 p.m.Metro ChicagoMusic & 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…
Sunday, March 22nd
2:00 p.m. – 5:00 p.m.Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606Music & 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 22nd
6:00 p.m. – 7:00 p.m.The De Matt Theater at The Second City
230 W North Ave

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