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Upcoming Chicago Events

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Peter Pan at Chicago Kids Company
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…

Wednesday, May 21st
10:30 a.m.11:30 a.m.
Morgan Park Academy
2153 W 111th Street
Ruben Ramirez at The Comedy Bar
May21
Music & Comedy

Ruben Ramirez at The Comedy Bar

IMPORTANT HOUSE POLICIES: PLEASE READ 📍 All shows take place at 162 E Superior St. – The entrance to the venue is on Superior Street, just east of the…

Wednesday, May 21st
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Hooch & Holler Comedy Show
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…

Wednesday, May 21st
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
October Brian Sketch Comedy presents…Goody!
May21
Music & Comedy, Theatre & Performing Arts

October Brian Sketch Comedy presents…Goody!

A 55-minute folk horror-sketch comedy show about a cursed Puritan village spiraling into chaos — told one town meeting at a time. Hear ye, hear…

Wednesday, May 21st
9:30 p.m.10:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Peter Pan at Chicago Kids Company
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…

Thursday, May 22nd
10:30 a.m.11:30 a.m.
Morgan Park Academy
2153 W 111th Street
Teatro Zinzanni
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…

Thursday, May 22nd
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Nikki Glaser: Alive And Unwell Tour
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.

Thursday, May 22nd
7:00 p.m.9:00 p.m.
Chicago Theatre
Duluth: An Improvised Midwest Murder
May22
Music & Comedy, Theatre & Performing Arts

Duluth: An Improvised Midwest Murder

Inspired by the hit FX show “Fargo”, Duluth takes audiences into the world of true crime in the Midwest. Each week, the cast of Duluth will…

Thursday, May 22nd
7:30 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Sydney Castillo at The Comedy Bar
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…

Thursday, May 22nd
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Post Malone: The BIG ASS Stadium Tour
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,…

Thursday, May 22nd
7:30 p.m.10:30 p.m.
Wrigley Field
1060 West Addison Street
Secret Family
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…

Thursday, May 22nd
8:00 p.m.9:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Improvsed DCOM
May22
Music & Comedy, Theatre & Performing Arts

Improvsed DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…

Thursday, May 22nd
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Chicago Style Improv
May23
Music & Comedy, Theatre & Performing Arts

Chicago Style Improv

Get ready to experience “classic” improvisation that will leave you laughing long after the curtains close! Combining lightning-fast wit, razor-sharp skills, and boundless creativity, Chicago…

Friday, May 23rd
6:00 p.m.7:00 p.m.
The Revival
906 S Wabash Ave
Teatro Zinzanni
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…

Friday, May 23rd
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
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…

Friday, May 23rd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Every Brilliant Thing
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.…

Friday, May 23rd
7:00 p.m.8:30 p.m.
1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
ComedySportz Chicago
May23
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Friday, May 23rd
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
May23
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Friday, May 23rd
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Chicago’s Best Comedy Showcase
May23
Music & Comedy

Chicago’s Best Comedy Showcase

IMPORTANT HOUSE POLICIES: PLEASE READ 📍 All shows take place at 162 E Superior St. – The entrance to the venue is on Superior Street, just east of the…

Friday, May 23rd
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Grossman Ensemble – World Premieres III
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…

Friday, May 23rd
7:30 p.m.9:00 p.m.
Logan Center for the Arts – Performance Hall
915 E. 60th St.
An Evening with Vince Gill
May23
Music & Comedy

An Evening with Vince Gill

Vince Gill will perform at The Chicago Theatre on Friday, May 23.

Friday, May 23rd
7:30 p.m.10:30 p.m.
The Chicago Theatre
175 N. State
Devil’s Daughter
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.…

Friday, May 23rd
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Paul Simon – A Quiet Celebration Tour
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…

Friday, May 23rd
8:00 p.m.11:00 p.m.
Chicago Symphony Center
220 S Michigan Ave
The Manns: Live Breathe Fight Tour
May23
Music & Comedy

The Manns: Live Breathe Fight Tour

Featuring Tamela and David Mann, Erica Campbell, Tye Tribbett and more. Award-winning power couple Tamela and David Mann are bringing faith, family, and phenomenal music…

Friday, May 23rd
8:00 p.m.11:00 p.m.
bean-night

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