Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Name: Paul Simon – A Quiet Celebration Tour
Start: 2025-05-23T20:00:00-05:00
End: 2025-05-23T23:00:00-05:00
Location: Chicago Symphony Center

Check out what's happening all around Chicago.

May 18, 2025: May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Love, Chaos, and Dinner at Teatro Zinzanni
The most unique and magical experience in Chicago! “You have to see to believe.” – Forbes Teatro ZinZanni’s signature show offers an unforgettable sensory experience.…
Loop
Event details
Sunday, May 18th
4:00 p.m. – 6:30 p.m.
Teatro ZinZanni
32 W Randolph St. 14th Floor
May18
Music & Comedy
Drew Dunn at The Comedy Bar
Drew Dunn started his stand-up career in 2014, quickly gaining recognition in New England for his quick wit, voices, and unique style. After winning the…
River North
Event details
Sunday, May 18th
7:00 p.m. – 8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
May18
Music & Comedy
Authentic Flamenco Presents Patricia Donn in Chicago
After its international success, with over 225,000 attendees, Authentic Flamenco is back in Chicago with an all-new production and cast! The brand new show features…
Event details
Sunday, May 18th
7:00 p.m. – 8:30 p.m.
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Sam Fazio Sings the Classics
Close out our Cabaret Week with Chicago-based vocalist Sam Fazio. Fazio has established a name for himself in the music scene over the years with…
Andersonville
Event details
Sunday, May 18th
7:00 p.m. – 9:00 p.m.
Vincent Restaurant
1475 W Balmoral Ave
May18
Music & Comedy
Beyoncé: Cowboy Carter Tour
Beyoncé returns to the stage for the COWBOY CARTER TOUR with three performances at Soldier Field May 15, 17 and 18!
South Loop
Event details
Sunday, May 18th
7:00 p.m. – 10:00 p.m.
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Soldier Field
1410 Special Olympics Dr, Chicago, IL 60605
May18
Music & Comedy
As Seen In Rolling Stone: Ellis Bullard Live
Chicago Alert: Ellis Bullard LIVE at Carol’s Pub! ⚡️ Mark your calendars, Windy City! The one and only ELLIS BULLARD is bringing his authentic Texas…
Event details
Sunday, May 18th
7:00 p.m. – 10:00 p.m.
Carol’s Pub
4659 North Clark Street
May 19, 2025: May19
Music & Comedy, Theatre & Performing Arts
Magic Mondays
Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…
Lincoln Park
Event details
Monday, May 19th
7:00 p.m. – 8:30 p.m.
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iO Theater
1501 N. Kingsbury St.
May 20, 2025: May20
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 20th
7:00 p.m. – 8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
May20
Music & Comedy
Billy Idol & Joan Jett and The Blackhearts – It’s A Nice Day To…Tour Again!
Billy Idol & Joan Jett and The Blackhearts will perform live at Credit Union 1 Amphitheatre on May 20, 2025.
Event details
Tuesday, May 20th
7:30 p.m. – 10:30 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
May 21, 2025: May21
Music & Comedy
Peter Pan at Chicago Kids Company
Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…
Event details
Wednesday, May 21st
10:30 a.m. – 11:30 a.m.
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Morgan Park Academy
2153 W 111th Street
May21
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 21st
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
May 22, 2025: May22
Music & Comedy
Peter Pan at Chicago Kids Company
Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…
Event details
Thursday, May 22nd
10:30 a.m. – 11:30 a.m.
See all events in series
Morgan Park Academy
2153 W 111th Street
May22
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Loop
Event details
Thursday, May 22nd
6:00 p.m. – 10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
May22
Music & Comedy
Nikki Glaser: Alive And Unwell Tour
Nikki Glaser will bring the ALIVE AND UNWELL TOUR to The Chicago Theatre on May 22, May 31 and June 1.
Loop
Event details
Thursday, May 22nd
7:00 p.m. – 9:00 p.m.
Chicago Theatre
May22
Music & Comedy
Sydney Castillo at The Comedy Bar
Sydney Castillo is a stand-up comedian, actor, producer, and writer. He most recently wrote on HBO’s GAME THEORY and VH1’s CELEBRITY SQUARES. He was part of…
River North
Event details
Thursday, May 22nd
7:30 p.m. – 9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
May22
Music & Comedy
Post Malone: The BIG ASS Stadium Tour
Post Malone announced his upcoming tour includes a show at Wrigley Field in 2025! His debut performance at the Friendly Confines is scheduled for Thursday,…
Wrigleyville
Event details
Thursday, May 22nd
7:30 p.m. – 10:30 p.m.
Wrigley Field
1060 West Addison Street
May22
Music & Comedy
Secret Family
Secret Family is a sketch comedy group that’s exactly like a real family, only our drama and infighting is mostly pretend, and our love for…
Lakeview
Event details
Thursday, May 22nd
8:00 p.m. – 9:00 p.m.
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Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
May 23, 2025: May23
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Loop
Event details
Friday, May 23rd
6:00 p.m. – 10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
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
Friday, May 23rd
7:00 p.m. – 8:00 p.m.
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The Neo-Futurist Theater
5153 N. Ashland Ave.
May23
Music & Comedy, Theatre & Performing Arts
Every Brilliant Thing
CIRCA Pintig, Chicago’s Filipino American theatre company in its 34th year, presents EVERY BRILLIANT THING, the groundbreaking one-performer play written by Duncan Macmillan with Jonny Donahue.…
Event details
Friday, May 23rd
7:00 p.m. – 8:30 p.m.
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1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
May23
Music & Comedy, Theatre & Performing Arts
Grossman Ensemble – World Premieres III
Esteemed conductor Tim Weiss returns to lead the Grossman Ensemble for an eagerly anticipated third collaboration. Composers Christopher Stark, whose music The New York Times has called, “fetching…
Event details
Friday, May 23rd
7:30 p.m. – 9:00 p.m.
Logan Center for the Arts – Performance Hall
915 E. 60th St.
May23
Music & Comedy
An Evening with Vince Gill
Vince Gill will perform at The Chicago Theatre on Friday, May 23.
Loop
Event details
Friday, May 23rd
7:30 p.m. – 10:30 p.m.
The Chicago Theatre
175 N. State
May23
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 23rd
8:00 p.m. – 9:00 p.m.
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iO Theater
1501 N. Kingsbury St.
May23
Music & Comedy
Paul Simon – A Quiet Celebration Tour
During “A Quiet Celebration Tour,” Paul Simon will present the live-debut performance of his critically acclaimed, Grammy-nominated album Seven Psalms, as well as perform a…
Event details
Friday, May 23rd
8:00 p.m. – 11:00 p.m.
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Chicago Symphony Center
220 S Michigan Ave