Devil’s Daughter
Jun5
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, June 5th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Devil’s Daughter
Jun5
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, June 5th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Honk! A Short Form Improv Show
Jun5
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, June 5th
9:00 p.m.10:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Voila: The Improvised Musical
Jun5
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, June 5th
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
Jun5
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, June 5th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Stargazers Adventure Club
Jun6
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, June 6th
10:00 a.m.11:30 a.m.
Stars & Garters Theater
3914 N. Clark St.
Beyond Wonderland Chicago 2026
Jun6
Music & Comedy

Beyond Wonderland Chicago 2026

Beyond Wonderland Chicago returns to the Huntington Bank Pavilion at Northerly Island on Saturday, June 6, and Sunday, June 7, 2026. The third edition of…

Saturday, June 6th
1:00 p.m.11:00 p.m.
Iration Live In Chicago – Where It All Began 2026 Tour
Jun6
Music & Comedy

Iration Live In Chicago – Where It All Began 2026 Tour

Reggae rock favorites Iration /w special guests Tribal Seeds will perform in Chicago on Saturday, June 6, 2026, as part of the “Where It All…

Saturday, June 6th
6:00 p.m.10:00 p.m.
The Riveria Theater
4746 N Racine Ave
The Infinite Wrench
Jun6
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…

Saturday, June 6th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Baby Wants Candy! The Original Completely Improvised Musical
Jun6
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…

Saturday, June 6th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Jun6
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, June 6th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Chris Mitchell Live In Concert
Jun6
Music & Comedy

Chris Mitchell Live In Concert

Chris Mitchell—the acclaimed saxophonist known for his viral “Begging For Sax” series—is scheduled to bring his tour to Chicago on June 6, 2026.

Saturday, June 6th
8:00 p.m.11:00 p.m.
Park West
322 W Armitage Ave
Secret Sketch Show
Jun6
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, June 6th
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Best Of Annoyance Sketch
Jun6
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, June 6th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Top Shelf Comedy
Jun6
Music & Comedy

Top Shelf Comedy

Top Shelf Comedy is all in the name! Join us every first Saturday of the month for an incredible night of laughs! Our production team’s…

Saturday, June 6th
10:00 p.m.11:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Top Shelf Comedy
Jun6
Music & Comedy

Top Shelf Comedy

Top Shelf Comedy is all in the name! Join us every first Saturday of the month for an incredible night of laughs! Our production team’s…

Saturday, June 6th
10:00 p.m.11:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Beyond Wonderland Chicago 2026
Jun7
Music & Comedy

Beyond Wonderland Chicago 2026

Beyond Wonderland Chicago returns to the Huntington Bank Pavilion at Northerly Island on Saturday, June 6, and Sunday, June 7, 2026. The third edition of…

Sunday, June 7th
1:00 p.m.11:00 p.m.
HighQ
Jun7
Music & Comedy, Theatre & Performing Arts

HighQ

Is it a cannabis-themed game show or an uproarious, electively interactive live theatrical experience? Why can’t it be both? HighQ is an uplifting blend of…

Sunday, June 7th
6:00 p.m.7:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Justin Willman – One For The Ages 2025-26 Tour
Jun7
Music & Comedy

Justin Willman – One For The Ages 2025-26 Tour

Comedian Justin Willman will perform live at Vic Theatre on June 7, 2026.

Sunday, June 7th
7:00 p.m.9:00 p.m.
The Vic Theatre
3145 N. Sheffield
Melissa Etheridge: RISE at Brookfield Zoo Chicago
Jun7
Festivals, Fairs & Special Events, Music & Comedy

Melissa Etheridge: RISE at Brookfield Zoo Chicago

The ultimate summer evenings await at Roaring Nights, Brookfield Zoo Chicago’s premier summer concert series! Get ready to turn up the volume for unforgettable nights…

Sunday, June 7th
7:00 p.m.9:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
Wheel of Improv
Jun7
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, June 7th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
James Blake – Trying Times Tour
Jun8
Music & Comedy

James Blake – Trying Times Tour

James Blake will perform at The Salt Shed Indoors in Chicago on Monday, June 8, 2026, as part of his North American “Trying Times Tour”.

Monday, June 8th
8:00 p.m.11:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Tuesday Good Show
Jun9
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, June 9th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Thirst Trap Salon with Manny Petty
Jun9
Music & Comedy, Theatre & Performing Arts

Thirst Trap Salon with Manny Petty

Thirst Trap Salon with Manny Petty – Pride Edition Join Manny Petty and friends as they celebrate Pride Month with a stellar lineup of Chicago’s funniest…

Tuesday, June 9th
8:00 p.m.10:00 p.m.
Zanies Comedy Club
5437 Park Place