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Upcoming Chicago Events

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Teatro Zinzanni
May29
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 29th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Duluth: An Improvised Midwest Murder
May29
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 29th
7:30 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Secret Family
May29
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 29th
8:00 p.m.9:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Improvsed DCOM
May29
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 29th
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Teatro Zinzanni
May30
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 30th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
May30
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 30th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Anthony ‘Scruncho’ McKinley
May30
Music & Comedy

Anthony ‘Scruncho’ McKinley

Anthony McKinley, (better known as Scruncho) is an American comedian and actor who was known for being in movies such as “How High”, “Budz House”, “Easy Money” and…

Friday, May 30th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Every Brilliant Thing
May30
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 30th
7:00 p.m.8:30 p.m.
1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
ComedySportz Chicago
May30
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 30th
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
May30
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 30th
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Weeknd: After Hours Til Dawn Tour With Playboi Carti And Mike Dean
May30
Music & Comedy

The Weeknd: After Hours Til Dawn Tour With Playboi Carti And Mike Dean

Global superstar The Weeknd will embark on a brand-new stadium tour across North America this year featuring chart-topping, multi-platinum and genre-defying Atlanta rapper Playboi Carti…

Friday, May 30th
7:00 p.m.10:00 p.m.
Soldier Field
1410 Special Olympics Dr, Chicago, IL 60605
Josh Ocean Thomas & Friends
May30
Music & Comedy

Josh Ocean Thomas & Friends

Josh Ocean Thomas is a Tunisian stand-up comedian who moved to Chicago from San Diego with a magnetic stage presence, high energy, & quick wit. From…

Friday, May 30th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Devil’s Daughter
May30
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 30th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Matt Mathews – Boujee On A Budget Tour
May30
Music & Comedy

Matt Mathews – Boujee On A Budget Tour

Matt Mathews will perform live at The Chicago Theatre on May 30, 2025.

Friday, May 30th
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
The Queens! 4 Legends. 1 Stage. Chaka. Patti. Gladys. Stephanie.
May30
Music & Comedy

The Queens! 4 Legends. 1 Stage. Chaka. Patti. Gladys. Stephanie.

Music history will be made as four of the most legendary voices in R&B, soul, and pop come together for an unforgettable tour! Chaka Khan,…

Friday, May 30th
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St.
Trapped in a Musical – an improvised musical
May30
Music & Comedy, Theatre & Performing Arts

Trapped in a Musical – an improvised musical

Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…

Friday, May 30th
9:00 p.m.10:00 p.m.
ComedySportz Chicago
929 W. Belmont Ave.
Anthony ‘Scruncho’ McKinley
May30
Music & Comedy

Anthony ‘Scruncho’ McKinley

Anthony McKinley, (better known as Scruncho) is an American comedian and actor who was known for being in movies such as “How High”, “Budz House”, “Easy Money” and…

Friday, May 30th
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Comedy Dance Chicago presents: 8-BITS
May30
Music & Comedy, Theatre & Performing Arts

Comedy Dance Chicago presents: 8-BITS

We’re back with all new bits! This joyful mixture of sketch comedy and dance is filled with a variety of characters that are sure to…

Friday, May 30th
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Voila: The Improvised Musical
May30
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…

Friday, May 30th
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,
Hitch*Cocktails
May30
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…

Friday, May 30th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The People’s Music School Presents: Performapaloozathon!
May31
Music & Comedy

The People’s Music School Presents: Performapaloozathon!

It’s The People’s Music School’s biggest performance of the year! Performapaloozathon is an all-day music event hosted by The People’s Music School, featuring 800+ TPMS…

Saturday, May 31st
10:00 a.m.4:00 p.m.
Gary Comer Youth Center
7200 S Ingleside Ave
Teatro Zinzanni
May31
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…

Saturday, May 31st
12:00 p.m.3:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Every Brilliant Thing
May31
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.…

Saturday, May 31st
2:00 p.m.3:30 p.m.
1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
ComedySportz Chicago
May31
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…

Saturday, May 31st
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
bean-night

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