Hooch & Holler Comedy Show
Apr29
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 29th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Fizz Show
Apr29
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 29th
10:00 p.m.11:00 p.m.
iO Theater
1501 N. Kingsbury St.
Morgan’s Laugh Lounge
Apr30
Music & Comedy

Morgan’s Laugh Lounge

Laugh your way into your new favorite Thursday tradition at Morgan’s Laugh Lounge, Chicago’s newest comedy hotspot. Every Thursday night from 6:00–9:30 PM, the lounge…

Thursday, April 30th
7:00 p.m.8:30 p.m.
Morgan’s On Fulton
950 W Fulton Market
OhJay Lamont & Friends at The Comedy Bar
Apr30
Music & Comedy

OhJay Lamont & Friends at The Comedy Bar

OhJay Lamont, born and raised on the west side of Chicago, started doing stand-up comedy in 2015. He has worked in many different areas of…

Thursday, April 30th
7:00 p.m.9:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Set In Chicago – Improvised Movie Sequels
Apr30
Music & Comedy, Theatre & Performing Arts

Set In Chicago – Improvised Movie Sequels

What if your favorite movie was set in Chicago? Flicks like Jaws, Titanic, and Trolls World Tour are deserving of sequels in The Second City,…

Thursday, April 30th
7:30 p.m.8:30 p.m.
The De Matt Theater at The Second City
230 W North Ave
moonwatchers
Apr30
May17
Music & Comedy, Theatre & Performing Arts

moonwatchers

It is Rocco and Allen’s job to watch the moon, and it is really quite boring. Night after night, they time the sequences exactly –…

Thursday, April 30th
8:00 p.m.Sunday, May 17th
2:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
COBRAH – TORN TOUR
Apr30
Music & Comedy

COBRAH – TORN TOUR

Experimental pop visionary COBRAH is bringing her highly anticipated “TORN TOUR” to Chicago on Thursday, April 30, 2026.

Thursday, April 30th
8:30 p.m.11:30 p.m.
The Riveria Theater
4746 N Racine Ave
The Infinite Wrench
May1
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, May 1st
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Kelly Kellz at The Comedy Bar
May1
Music & Comedy

Kelly Kellz at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Kelly Kellz (Kelly Davis) is a…

Friday, May 1st
7:00 p.m.8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Bilmuri – Kinda Hard 2026 Tour
May1
Music & Comedy

Bilmuri – Kinda Hard 2026 Tour

Alt-rock and genre-blurring artist Bilmuri is scheduled to perform in Chicago, IL , on Friday, May 1, 2026, as part of “The Kinda Hard Tour”.

Friday, May 1st
7:00 p.m.10:00 p.m.
Isaiah Collier: In Tribute to the Classics of John Coltrane
May1
Music & Comedy

Isaiah Collier: In Tribute to the Classics of John Coltrane

Isaiah Collier’s saxophone sound is both fierce and deeply reflective—rooted in tradition yet stretching toward the future. Named Chicago Tribune’s Jazz Artist of the Year and…

Friday, May 1st
7:30 p.m.9:00 p.m.
Reva and David – Logan Center for the Arts
915 E 60th St
Devil’s Daughter
May1
Music & Comedy

Devil’s Daughter

The hottest show in town, Devil’s Daughter, features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Friday, May 1st
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Devil’s Daughter
May1
Music & Comedy

Devil’s Daughter

The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Friday, May 1st
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
May1
Music & Comedy, Theatre & Performing Arts

Missed Call Sketch Comedy Show

Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!

Friday, May 1st
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Demi Lovato Live at United Center – It’s Not That Deep Tour 2026
May1
Music & Comedy

Demi Lovato Live at United Center – It’s Not That Deep Tour 2026

Award-winning diva Demi Lovato brings her powerhouse voice and fearless stage presence to Chicago on May 1, 2026, for a one-night-only performance at the United…

Friday, May 1st
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St,
They Might Be Giants – The Bigger Show Tour
May1
Music & Comedy

They Might Be Giants – The Bigger Show Tour

They Might Be Giants are scheduled to perform a three-night residency in Chicago from Friday, May 1, through Sunday, May 3, 2026. These are their…

Friday, May 1st
8:00 p.m.11:00 p.m.
The Vic Theatre
3145 N. Sheffield
moonwatchers
May1
May18
Music & Comedy, Theatre & Performing Arts

moonwatchers

It is Rocco and Allen’s job to watch the moon, and it is really quite boring. Night after night, they time the sequences exactly –…

Friday, May 1st
8:00 p.m.Monday, May 18th
2:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Honk! A Short Form Improv Show
May1
Music & Comedy, Theatre & Performing Arts

Honk! A Short Form Improv Show

Honk! is a short form, game-based improv show that asks: what good is comedy if you can’t get a little silly? Comprised of some of…

Friday, May 1st
9:00 p.m.10:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
420 Shakespeare
May1
Music & Comedy, Theatre & Performing Arts

420 Shakespeare

4 professional actors meet to perform a Shakespeare play… but only after one of them takes at least 20mg of you know what, leading to…

Friday, May 1st
9:00 p.m.10:30 p.m.
The De Matt Theater at The Second City
230 W North Ave
Kelly Kellz at The Comedy Bar
May1
Music & Comedy

Kelly Kellz at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Kelly Kellz (Kelly Davis) is a…

Friday, May 1st
9:00 p.m.10:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Voila: The Improvised Musical
May1
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, May 1st
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,
Hitch*Cocktails
May1
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, May 1st
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Stargazers Adventure Club
May2
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, May 2nd
10:00 a.m.11:30 a.m.
Stars & Garters Theater
3914 N. Clark St.
Kentucky Derby Party at Utopian Tailgate: Down & Derby
May2
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Music & Comedy, Tours & Attractions

Kentucky Derby Party at Utopian Tailgate: Down & Derby

Enjoy a Kentucky Derby watch party in perfect form at Utopian Tailgate; Old Town’s premier rooftop and high-energy party landscape. Saturday, May 2nd *  3pm to…

Saturday, May 2nd
3:00 p.m.6:00 p.m.
Utopian Tailgate
1608 North Wells Street