The Bald and the Beautiful LIVE – Very Bald, Very Beautiful 2026 Tour
Mar21
Music & 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. State
Cardi B – Little Miss Drama 2026 Tour
Mar21
Music & 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,
Bryce Crawford – I Love Jesus U.S. Tour
Mar21
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 Ave
Duluth: an improvised Midwest Murder
Mar21
Music & 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.
ComedySportz Chicago
Mar21
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 St
The Cosmic Underground Show
Mar21
Music & 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 Ave
The High Kings – Rocky Road Tour
Mar21
Music & 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. Sheffield
Secret Sketch Show
Mar21
Music & 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…

Saturday, March 21st
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Best Of Annoyance Sketch
Mar21
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.
Josh Ocean Thomas and Friends at The Comedy Bar
Mar21
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 60611
Boots – Chicago
Mar21
Music & 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 Chicago
Madama Butterfly
Mar22
Music & 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, 60606
Goodbye Darkness, We’re Not Friends
Mar22
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 22nd
6:00 p.m.7:00 p.m.
The De Matt Theater at The Second City
230 W North Ave
Britton Emert at The Comedy Bar
Mar22
Music & Comedy

Britton Emert at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Britton Emert is a multi-talented comedian,…

Sunday, March 22nd
7:00 p.m.8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Wheel of Improv
Mar22
Music & 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!)…

Sunday, March 22nd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
On Cinema Live!
Mar22
Music & Comedy

On Cinema Live!

Welcome to Thalia Hall in the heart of Chicago, Illinois! Get ready for an unforgettable night with On Cinema Live! on March 22, 2026, at…

Sunday, March 22nd
8:00 p.m.10:00 p.m.
Thalia Hall
1807 South Allport Street
On Cinema Live!
Mar22
Music & Comedy

On Cinema Live!

Experience True Movie Expertise with the award-winning expert opinions of Gregg Turkington, as well as Health and Body Improvements from wellness guru Dr. Newman (Tim)…

Sunday, March 22nd
8:00 p.m.10:00 p.m.
Thalia Hall
1807 South Allport Street
Testament Live In Chicago – Thrash of the Titans 2026 Tour
Mar22
Music & Comedy

Testament Live In Chicago – Thrash of the Titans 2026 Tour

Thrash metal icons Testament have announced a Chicago stop for their “Thrash of the Titans” U.S. tour on Sunday, March 22, 2026. The tour supports…

Sunday, March 22nd
8:00 p.m.11:00 p.m.
Ramova Theatre
3520 S. Halsted St.
Late Nite Mic with Vik Pandya at The Comedy Bar
Mar23
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 23rd
7:00 p.m.9:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Tuesday Good Show
Mar24
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, March 24th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Sasha Rosser at Zanies
Mar24
Music & Comedy

Sasha Rosser at Zanies

Join us for a raucous night of a stand-up mixed with live jazz piano at Zanies Old Town! Featuring performances by Quinn James, Bryan Leconte,…

Tuesday, March 24th
7:00 p.m.8:30 p.m.
Zanies Comedy Night Club
1548 North Wells Street
Tomato Throw Show at The Comedy Bar
Mar24
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, March 24th
7:00 p.m.9:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Comic Court: Chicago’s #1 Comedy Court Show
Mar24
Festivals, 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, March 24th
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Madama Butterfly
Mar25
Music & 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…

Wednesday, March 25th
2:00 p.m.5:00 p.m.
Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606