Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Name: Summer Walker – Still Finally Over It Tour 2026
Start: 2026-05-29T19:30:00-05:00
End: 2026-05-29T22:30:00-05:00
Location: United Center

Check out what's happening all around Chicago.

May 22, 2026: May22
Music & Comedy
Kid Cudi – Rebel Ragers Tour
Grammy-winning rapper and songwriter Kid Cudi is scheduled to perform in the Chicago area on Friday, May 22, 2026, as part of The Rebel Ragers…
Event details
Friday, May 22nd
6:30 p.m. – 10:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
May22
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 22nd
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.
May22
Music & Comedy
Grossman Ensemble – Illuminations
The Grossman Ensemble—performing the best music you haven’t heard yet—closes the 2025-26 concert season with an energetic evening of brand-new music. Luke Poeppel conducts the…
Event details
Friday, May 22nd
7:30 p.m. – 9:00 p.m.
Reva and David – Logan Center for the Arts
915 E 60th St
May22
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 22nd
7:30 p.m. – 9:00 p.m.
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iO Theater
1501 N. Kingsbury St.
May22
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 22nd
8:00 p.m. – 9:00 p.m.
iO Theater
1501 N. Kingsbury St.
May22
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 22nd
8:00 p.m. – 9:00 p.m.
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The Annoyance Theatre
851 W. Belmont Ave.
May22
Music & Comedy
Palomazo Norteno – Clase Maestra Tour
Palomazo Norteno is scheduled to perform in the Chicago area on Friday, May 22, 2026, as part of their “Clase Maestra Tour”. The concert features…
Event details
Friday, May 22nd
8:30 p.m. – 11:30 p.m.
Allstate Arena
6920 Mannheim Road
May22
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 22nd
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,
May22
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 22nd
10:00 p.m. – 11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
May 23, 2026: May23
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 23rd
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.
May23
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 23rd
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
May23
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 23rd
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St., Theater on the Second Floor
May23
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 23rd
9:00 p.m. – 10:30 p.m.
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iO Theater
1501 N. Kingsbury St.
May23
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 23rd
9:30 p.m. – 10:30 p.m.
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The Annoyance Theatre
851 W. Belmont Ave.
May 24, 2026: May24
Music & Comedy
Thornhill – The Mercia Tour
Australian alternative metal band Thornhill is scheduled to perform in Chicago on May 24 as part of The Mercia Tour. Supporting Acts: 156/Silence, Fox Lake,…
Event details
Sunday, May 24th
6:00 p.m. – 11:00 p.m.
The Vic Theatre
3145 N. Sheffield
May24
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 24th
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
May 26, 2026: May26
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, May 26th
7:00 p.m. – 8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
May26
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Comic Court: Chicago’s #1 Comedy Court Show
Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…
Event details
Tuesday, May 26th
9:00 p.m. – 10:30 p.m.
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The Lincoln Lodge
2040 North Milwaukee Avenue
May 27, 2026: May27
Music & Comedy
A$AP Rocky – Don’t Be Dumb World Tour 2026
Hip-hop artist A$AP Rocky is scheduled to kick off his 42-date “Don’t Be Dumb World Tour” in Chicago on Wednesday, May 27, 2026. This tour…
West Loop
Event details
Wednesday, May 27th
7:30 p.m. – 10:30 p.m.
United Center
1901 W Madison St,
May27
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 27th
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
May 29, 2026: May29
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 29th
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.
May29
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 29th
7:30 p.m. – 9:00 p.m.
See all events in series
iO Theater
1501 N. Kingsbury St.
May29
Music & Comedy
Rilo Kiley Live In Concert
Rilo Kiley is scheduled to perform in Chicago, IL, on Friday, May 29, 2026, as part of their reunion tour.
Loop
Event details
Friday, May 29th
7:30 p.m. – 10:30 p.m.
The Chicago Theatre
175 N. State
May29
Music & Comedy
Summer Walker – Still Finally Over It Tour 2026
R&B star Summer Walker is scheduled to perform in Chicago on Friday, May 29, 2026, as part of her first major arena run, the “Still…
West Loop
Event details
Friday, May 29th
7:30 p.m. – 10:30 p.m.
United Center
1901 W Madison St,