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Best Of Annoyance Sketch
May3
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…

Saturday, May 3rd
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
LET’S PLAY A GAME: Chicago’s scariest short-form show
May3
Music & Comedy, Theatre & Performing Arts

LET’S PLAY A GAME: Chicago’s scariest short-form show

Who’s Line is it Anyways meets Fear Factor in LETS PLAY A GAME, a new short form show that’s a unique blend of comedy, chaos,…

Saturday, May 3rd
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Teatro Zinzanni
May4
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 4th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
South Asian Music Ensemble
May4
Music & Comedy

South Asian Music Ensemble

The South Asian Music Ensemble’s spring concert showcases the entire ensemble, featuring instrumentalists, singers, and dancers. The program highlights South Asian raga-based music with themes…

Sunday, May 4th
3:00 p.m.
Logan Center for the Arts – Penthouse, 901
915 E 60th St
Black Oak Ensemble
May4
Music & Comedy

Black Oak Ensemble

About the Performance A kaleidoscopic string trio that “fully inhabits the spirit of the works they are playing in the moment, with as ardent a…

Sunday, May 4th
3:00 p.m.5:00 p.m.
Ravinia Festival
418 Sheridan Road
Keon Polee at The Comedy Bar
May4
Music & Comedy

Keon Polee at The Comedy Bar

Keon Polee is the missing link to comedy, acting, and writing. Keon Polee is from the Bay area. In 2023, Keon broke out with a…

Sunday, May 4th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
October London & Tamar Braxton – The October Nights Tour: Calling All Lovers
May4
Music & Comedy

October London & Tamar Braxton – The October Nights Tour: Calling All Lovers

October London & Tamar Braxton will perform live at The Chicago Theatre on May 4, 2025.

Sunday, May 4th
7:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Tuesday Good Show
May6
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 6th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Peter Pan at Chicago Kids Company
May7
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 7th
10:30 a.m.11:30 a.m.
Morgan Park Academy
2153 W 111th Street
Dame Myra Hess Memorial Concerts | Ziggy and Miles, Guitar Duo
May7
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Dame Myra Hess Memorial Concerts | Ziggy and Miles, Guitar Duo

DAME MYRA HESS MEMORIAL CONCERTS | ZIGGY AND MILES, GUITAR DUO   Program César Franck – Prélude, Fugue et Variation, op.18 Nigel Westlake – Mosstrooper…

Wednesday, May 7th
12:15 p.m.1:00 p.m.
Seventeenth Church of Christ, Scientist, Chicago
55 E. Wacker Drive
Hooch & Holler Comedy Show
May7
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 7th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Peter Pan at Chicago Kids Company
May8
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 8th
10:30 a.m.11:30 a.m.
Morgan Park Academy
2153 W 111th Street
Teatro Zinzanni
May8
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 8th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Attack On Titan: Beyond The Walls World Tour – The Official Concert
May8
Music & Comedy

Attack On Titan: Beyond The Walls World Tour – The Official Concert

Featuring the internationally acclaimed soundtrack composed by Hiroyuki SAWANO (Seasons 1, 2, 3 and The Final Season) and KOHTA YAMAMOTO (The Final Season), the concert…

Thursday, May 8th
7:30 p.m.9:30 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Peter Pan at Chicago Kids Company
May9
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…

Friday, May 9th
10:30 a.m.11:30 a.m.
Morgan Park Academy
2153 W 111th Street
Teatro Zinzanni
May9
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 9th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
May9
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 9th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
In the Realm of Osman: Music from the Early Modern Ottoman Empire and Beyond
May9
Music & Comedy

In the Realm of Osman: Music from the Early Modern Ottoman Empire and Beyond

The Newberry Consort and Ronnie Malley present a program of varied musical traditions from the realm of Osman Ghazi, or Osman I, founder of the…

Friday, May 9th
7:30 p.m.8:30 p.m.
Newberry Library
60 W Walton Street
In the Realm of Osman: Music from the Early Modern Ottoman Empire and Beyond
May9
Music & Comedy

In the Realm of Osman: Music from the Early Modern Ottoman Empire and Beyond

The Newberry Consort and Ronnie Malley present a program of varied musical traditions from the realm of Osman Ghazi, or Osman I, founder of the…

Friday, May 9th
7:30 p.m.9:00 p.m.
First Unitarian Church of Chicago
5650 S. Woodlawn Ave.
Early Music Ensemble
May9
Music & Comedy

Early Music Ensemble

Echoes of the Sacred: A Requiem for Eternity Experience the profound spiritual power of Tomás Luis de Victoria’s Requiem Mass (Officium Defunctorum) in this captivating concert. Composed…

Friday, May 9th
8:00 p.m.
Logan Center for the Arts – Penthouse, 901
915 E 60th St
Devil’s Daughter
May9
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 9th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Rauw Alejandro – Cosa Nuestra World Tour
May9
Music & Comedy

Rauw Alejandro – Cosa Nuestra World Tour

Rauw Alejandro is bringing the Cosa Nuestra World Tour to United Center on May 9 & 10, 2025! Fans can expect an electrifying showcase of Rauw’s…

Friday, May 9th
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St.
Sturgill Simpson – Who The F**k Is Johnny Blue Skies? 2025 Tour
May9
Music & Comedy

Sturgill Simpson – Who The F**k Is Johnny Blue Skies? 2025 Tour

Sturgill Simpson has announced the “Who The F**k Is Johnny Blue Skies? 2025 Tour” coming this spring. The tour, following his 2024 35-show run in…

Friday, May 9th
8:00 p.m.11:00 p.m.
Allstate Arena
6920 Mannheim Road
MUSE: Unveiled
May9
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

MUSE: Unveiled

Muse incorporates drag, burlesque, clowning and other art forms to create an intimate, thought-provoking cabaret experience featuring live singing and instrumental music. This manifestation of…

Friday, May 9th
9:00 p.m.11:00 p.m.
The Newport Theater
956 W. Newport Ave.
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