Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Check out what's happening all around Chicago.

May 30, 2026: May30
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 30th
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
May30
Music & Comedy
Cody Johnson Live In Chicago
Cody Johnson is scheduled to perform in Rosemont on Saturday, May 30, 2026, at the Allstate Arena.
Event details
Saturday, May 30th
7:30 p.m. – 10:30 p.m.
Allstate Arena
6920 Mannheim Road
May30
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 30th
9:00 p.m. – 10:30 p.m.
See all events in series
iO Theater
1501 N. Kingsbury St.
May30
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…
Lakeview
Event details
Saturday, May 30th
9:30 p.m. – 10:30 p.m.
See all events in series
The Annoyance Theatre
851 W. Belmont Ave.
May 31, 2026: May31
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!)…
Old Town
Event details
Sunday, May 31st
7:30 p.m. – 8:30 p.m.
See all events in series
The Second City
1616 N. Wells St.
June 2, 2026: Jun2
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.…
Event details
Tuesday, June 2nd
7:00 p.m. – 8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Jun2
Music & Comedy
Megan Moroney – Cloud 9 Tour 2026
Country star Megan Moroney will perform in Chicago on Tuesday, June 2, 2026, at the United Center. This concert is part of her international “The…
West Loop
Event details
Tuesday, June 2nd
7:00 p.m. – 10:00 p.m.
United Center
1901 W Madison St,
Jun2
Music & Comedy
Jazz at Lincoln Center Orchestra with Wynton Marsalis
Timeless jazz, acclaimed ensemble The legendary Jazz at Lincoln Center Orchestra and its trailblazing leader Wynton Marsalis return to Symphony Center, their home in Chicago.…
Loop
Event details
Tuesday, June 2nd
8:00 p.m. – 9:30 p.m.
Symphony Center
220 South Michigan Avenue
June 3, 2026: Jun3
Music & Comedy
Claypool Gold: Primus, Les Claypool’s Frog Brigade & The Claypool Lennon Delirium
“Claypool Gold,” featuring Primus, Les Claypool’s Frog Brigade, and The Claypool Lennon Delirium, is scheduled to perform in Chicago on Wednesday, June 3, 2026. This…
Event details
Wednesday, June 3rd
7:00 p.m. – 10:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Jun3
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, June 3rd
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
June 4, 2026: Jun4
Music & Comedy
Forrest Frank – The Jesus Generation 2026 Tour
Christian artist Forrest Frank /w special guests Tori Kelly, Cory Asbury, and The Figs is scheduled to perform near Chicago in Rosemont, IL on Thursday,…
Event details
Thursday, June 4th
7:00 p.m. – 10:00 p.m.
Allstate Arena
6920 Mannheim Road
June 5, 2026: Jun5
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, June 5th
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.
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.…
Lincoln Park
Event details
Friday, June 5th
7:30 p.m. – 9:00 p.m.
See all events in series
iO Theater
1501 N. Kingsbury St.
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.…
Lincoln Park
Event details
Friday, June 5th
8:00 p.m. – 9:00 p.m.
iO Theater
1501 N. Kingsbury St.
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…
Event details
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,
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…
Lakeview
Event details
Friday, June 5th
10:00 p.m. – 11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
June 6, 2026: 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…
Uptown
Event details
Saturday, June 6th
6:00 p.m. – 10:00 p.m.
The Riveria Theater
4746 N Racine Ave
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…
Andersonville
Event details
Saturday, June 6th
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.
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…
Old Town
Event details
Saturday, June 6th
7:30 p.m. – 8:30 p.m.
See all events in series
The Second City
1616 N. Wells St.
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…
Old Town
Event details
Saturday, June 6th
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
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.
Event details
Saturday, June 6th
8:00 p.m. – 11:00 p.m.
Park West
322 W Armitage Ave
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…
Lincoln Park
Event details
Saturday, June 6th
9:00 p.m. – 10:30 p.m.
See all events in series
iO Theater
1501 N. Kingsbury St.
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…
Lakeview
Event details
Saturday, June 6th
9:30 p.m. – 10:30 p.m.
See all events in series
The Annoyance Theatre
851 W. Belmont Ave.
June 7, 2026: 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…
Event details
Sunday, June 7th
6:00 p.m. – 7:30 p.m.
See all events in series
The Lincoln Lodge
2040 North Milwaukee Avenue