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Upcoming Chicago Events

Check out what's happening all around Chicago.

Teatro Zinzanni
May25
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…

Sunday, May 25th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Tuesday Good Show
May27
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.…

Tuesday, May 27th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Comic Court: The Best Comedy Show in the World
May27
Music & Comedy, Theatre & Performing Arts

Comic Court: The Best Comedy Show in the World

Would you rather be able to fly or be able to turn invisible? Who are we more tired of: Ryan Reynolds or Dwayne Johnson? Would…

Tuesday, May 27th
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Dame Myra Hess Memorial Concerts | Johannes Gray, Cello and Anastasiya Magamedova, Piano
May28
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Dame Myra Hess Memorial Concerts | Johannes Gray, Cello and Anastasiya Magamedova, Piano

DAME MYRA HESS MEMORIAL CONCERTS | JOHANNES GRAY, CELLO ANASTASIYA MAGAMEDOVA, PIANO  Program Jean Sibelius – Malinconia, Op. 20 Felix Mendelssohn – Cello Sonata No.…

Wednesday, May 28th
12:15 p.m.1:00 p.m.
Seventeenth Church of Christ, Scientist, Chicago
55 E. Wacker Drive
Joe Fenti at The Comedy Bar
May28
Music & Comedy

Joe Fenti at The Comedy Bar

Joe Fenti is a Boston-based comedian who sometimes makes silly videos for the internet (@FentiFriedChicken). He also has a full time job working in Corporate…

Wednesday, May 28th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Hooch & Holler Comedy Show
May28
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 28th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
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
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.
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
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.
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
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
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
May31
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…

Saturday, May 31st
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Miss Renee Live One Night Only
May31
Music & Comedy

Miss Renee Live One Night Only

HollywoodGenGen, widely recognized as “Miss Renee”, is an acclaimed actor, comedian, and social media influencer celebrated for their ability to connect with audiences through humor and…

Saturday, May 31st
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Nikki Glaser: Alive And Unwell Tour
May31
Music & Comedy

Nikki Glaser: Alive And Unwell Tour

Nikki Glaser will bring the ALIVE AND UNWELL TOUR to The Chicago Theatre on May 31 and June 1.

Saturday, May 31st
7:00 p.m.9:00 p.m.
The Chicago Theatre
175 N. State
bean-night

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