ComedySportz Chicago
Mar28
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 St
The Cosmic Underground Show
Mar28
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 28th
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
AC2: Anderson Cooper & Andy Cohen
Mar28
Music & 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.

Saturday, March 28th
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
This is Your Brain on Beer Comedy Show!
Mar28
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 Street
Secret Sketch Show
Mar28
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 28th
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Alvin Kuai at The Comedy Bar
Mar28
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 60611
The Cynz w/ Vinto Van Go
Mar28
Music & 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 St
Best Of Annoyance Sketch
Mar28
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 28th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Goodbye Darkness, We’re Not Friends
Mar29
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 Ave
Malarkey Comedy Expo League
Mar29
Music & 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…

Sunday, March 29th
6:00 p.m.7:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
Chicago’s Best Comedy Show at The Comedy Bar
Mar29
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 60611
Wheel of Improv
Mar29
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 29th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Improvised DCOM
Mar29
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 St
Free Symphonic Performance – Manhattan Concert Productions
Mar30
Music & 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.
Late Nite Mic with Vik Pandya at The Comedy Bar
Mar30
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 60611
Tuesday Good Show
Mar31
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 31st
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Tomato Throw Show at The Comedy Bar
Mar31
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 31st
7:00 p.m.8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Madama Butterfly
Mar31
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…

Tuesday, March 31st
7:00 p.m.10:00 p.m.
Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
Tab Benoit & Samantha Fish – When Two Tours Collide
Mar31
Music & 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 Ave
Crowd Work Wednesday
Apr1
Music & 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 60611
dvsn: Sept. 5th 10 Year Anniversary Shows
Apr1
Music & 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.
Who’s Waldo? an April Fools’ comedy show.
Apr1
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 Avenue
Hooch & Holler Comedy Show
Apr1
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, April 1st
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Fizz Show
Apr1
Music & 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,…

Wednesday, April 1st
10:00 p.m.11:00 p.m.
iO Theater
1501 N. Kingsbury St.