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Upcoming Chicago Events

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South Chicago Dance Theatre
May3
Music & Comedy

South Chicago Dance Theatre

Experience “note by note precision” (Dance Magazine) with South Chicago Dance Theatre in their return to The Auditorium stage. Be moved by an electric fusion of classical and…

Saturday, May 3rd
7:30 p.m.9:30 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Gl
May3
Festivals, Fairs & Special Events, Music & Comedy

Gl

>Presented by  United By Comedy Join us for a night of comedy with stand-up comedian Glenn Raymond, who is a throwback to legends Lenny Bruce…

Saturday, May 3rd
9:00 p.m.10:00 p.m.
The Den Theatre
1331 N Milwaukee Ave
Clued In
May3
Music & Comedy, Theatre & Performing Arts

Clued In

After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…

Saturday, May 3rd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
ComedySportz Chicago
May3
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 3rd
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Here 4 A Bit *Naughty Improv
May3
Music & Comedy, Theatre & Performing Arts

Here 4 A Bit *Naughty Improv

Join us again for a whose line styled night of explosive laughter that will titillate your “funny” bone. Fast paced short form improv, hilarious songs,…

Saturday, May 3rd
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Heather McMahan – Bamboozled Tour
May3
Music & Comedy

Heather McMahan – Bamboozled Tour

Heather McMahan will bring The Bamboozled Tour to The Chicago Theatre on Saturday, May 3.

Saturday, May 3rd
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Baby Wants Candy! The Original Completely Improvised Musical
May3
Music & Comedy, Theatre & Performing Arts

Baby Wants Candy! The Original Completely Improvised Musical

“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…

Saturday, May 3rd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Bruce Bruce – Stay In Your Lane *Comedy Special Taping*
May3
Music & Comedy, Theatre & Performing Arts

Bruce Bruce – Stay In Your Lane *Comedy Special Taping*

With his place cemented as one of the true legends of comedy, comedian Bruce Bruce continues his career as one of the best in his…

Saturday, May 3rd
7:00 p.m.11:30 p.m.
The Vic Theatre
3145 N. Sheffield
Pharmageddon: No Prescription Needed Pharmacy Comedy Show
May3
Music & Comedy

Pharmageddon: No Prescription Needed Pharmacy Comedy Show

What happens when a doctor and a pharmacist team up on stage? You get a comedy dose so strong, you might need a refill! Come…

Saturday, May 3rd
8:00 p.m.9:00 p.m.
comedy plex
1128 Lake St - Lower Level Oak Park, IL 60301
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.
The Orbit
May3
Music & Comedy, Theatre & Performing Arts

The Orbit

The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold…

Saturday, May 3rd
11:00 p.m.11:30 p.m.
iO Theater
1501 N. Kingsbury St.
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
You Win Some, You Dim Sum
May4
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

You Win Some, You Dim Sum

We don’t celebrate our wins enough!! Carve out some time in your week to come to You Win Some, You Dim Sum, a show where…

Sunday, May 4th
5:00 p.m.7:00 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
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
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
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.
Expo League
May4
Music & Comedy, Theatre & Performing Arts

Expo League

Welcome to Expo League, where competition and exhibition meet to make an entertaining and interactive experience you’ll never forget! Like the Savannah Bananas and Harlem…

Sunday, May 4th
6:00 p.m.7:30 p.m.
ComedySportz Chicago
929 W. Belmont Ave.
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
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
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
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
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
bean-night

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