Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Name: Secret Sketch Show
Start: 2026-05-09T21:00:00-05:00
End: 2026-05-09T22:30:00-05:00
Location: iO Theater

Check out what's happening all around Chicago.

May 6, 2026: May6
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…
Event details
Wednesday, May 6th
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
May 7, 2026: May7
Music & Comedy
Mika – Spinning Out Tour North America
Internationally acclaimed pop artist Mika is scheduled to perform in Chicago on Thursday, May 7, 2026, as part of the “Spinning Out Tour North America”.
Uptown
Event details
Thursday, May 7th
7:30 p.m. – 10:30 p.m.
The Riveria Theater
4746 N Racine Ave
May7
Music & Comedy
Sooshi Mango – The Home Made World Tour 2026
The Australian comedy trio Sooshi Mango is scheduled to perform in Chicago, IL, on Thursday, May 7, 2026, as part of their “The Home Made…
Event details
Thursday, May 7th
8:00 p.m. – 10:00 p.m.
Historic Main Stage at Athenaeum Center
2936 N. Southport Ave
May7
Music & Comedy
Carlos Vives Live In Chicago – Tour al Sol
Carlos Vives will bring his electrifying Tour al Sol 2026 to Rosemont on May 7 at the Rosemont Theatre, delivering a night of high-energy music…
Event details
Thursday, May 7th
8:00 p.m. – 11:00 p.m.
Rosemont Theatre
May7
Music & Comedy
Peso Pluma – Dinastia Tour 2026
Mexican music star Peso Pluma is scheduled to perform in Chicago on Thursday, May 7, 2026, as the grand finale of his North American “DINASTÍA…
West Loop
Event details
Thursday, May 7th
8:00 p.m. – 11:00 p.m.
United Center
1901 W Madison St,
May 8, 2026: May8
Music & Comedy
Disclosure: Spring 2026 North America Tour
Multi-Platinum duo Disclosure will perform live at The Salt Shed Outdoors on May 8-10, 2026.
Event details
Friday, May 8th
6:30 p.m. – 9:30 p.m.
See all events in series
The Salt Shed
1357 N Elston Ave, Chicago, IL
May8
Music & Comedy
August Burns Red & The Amity Affliction – Spring Horizons 2026 Tour
August Burns Red and The Amity Affliction will perform in Chicago on Friday, May 8, 2026, at the Riviera Theatre as part of their “Spring…
Uptown
Event details
Friday, May 8th
6:30 p.m. – 10:00 p.m.
The Riveria Theater
4746 N Racine Ave
May8
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…
Andersonville
Event details
Friday, May 8th
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.
May8
Music & Comedy
Gus Constantellis at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…
River North
Event details
Friday, May 8th
7:00 p.m. – 8:30 p.m.
See all events in series
The Comedy Bar
162 E Superior St, Chicago, IL 60611
May8
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.…
Lincoln Park
Event details
Friday, May 8th
7:30 p.m. – 9:00 p.m.
See all events in series
iO Theater
1501 N. Kingsbury St.
May8
Music & Comedy
Naomi Watanabe – From Tokyo 2026 Tour
Comedian, actor, and creator Naomi Watanabe will perform live at Vic Theatre on May 8, 2026.
Event details
Friday, May 8th
7:30 p.m. – 9:30 p.m.
The Vic Theatre
3145 N. Sheffield
May8
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.…
Lincoln Park
Event details
Friday, May 8th
8:00 p.m. – 9:00 p.m.
iO Theater
1501 N. Kingsbury St.
May8
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!
Lakeview
Event details
Friday, May 8th
8:00 p.m. – 9:00 p.m.
See all events in series
The Annoyance Theatre
851 W. Belmont Ave.
May8
Music & Comedy
Gus Constantellis at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…
River North
Event details
Friday, May 8th
9:00 p.m. – 10:30 p.m.
See all events in series
The Comedy Bar
162 E Superior St, Chicago, IL 60611
May8
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…
Event details
Friday, May 8th
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,
May8
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…
Lakeview
Event details
Friday, May 8th
10:00 p.m. – 11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
May 9, 2026: May9
Music & Comedy
Disclosure: Spring 2026 North America Tour
Multi-Platinum duo Disclosure will perform live at The Salt Shed Outdoors on May 8-10, 2026.
Event details
Saturday, May 9th
6:30 p.m. – 9:30 p.m.
See all events in series
The Salt Shed
1357 N Elston Ave, Chicago, IL
May9
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…
Andersonville
Event details
Saturday, May 9th
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.
May9
Music & Comedy
Gus Constantellis at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…
River North
Event details
Saturday, May 9th
7:00 p.m. – 8:30 p.m.
See all events in series
The Comedy Bar
162 E Superior St, Chicago, IL 60611
May9
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…
Old Town
Event details
Saturday, May 9th
7:30 p.m. – 8:30 p.m.
See all events in series
The Second City
1616 N. Wells St.
May9
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…
Old Town
Event details
Saturday, May 9th
7:30 p.m. – 8:30 p.m.
See all events in series
The Second City
1616 N. Wells St., Theater on the Second Floor
May9
Music & Comedy
Alejandro Fernandez – de Rey a Rey Tour
Alejandro Fernández is bringing his de Rey a Rey tour, a tribute to the music of his late father, the legendary Vicente Fernández, to Allstate…
Event details
Saturday, May 9th
8:30 p.m. – 11:30 p.m.
Allstate Arena
6920 Mannheim Road
May9
Music & Comedy
Gus Constantellis at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…
River North
Event details
Saturday, May 9th
9:00 p.m. – 10:30 p.m.
See all events in series
The Comedy Bar
162 E Superior St, Chicago, IL 60611
May9
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…
Lincoln Park
Event details
Saturday, May 9th
9:00 p.m. – 10:30 p.m.
See all events in series
iO Theater
1501 N. Kingsbury St.