iO 45th Anniversary Saturday 1-Day Pass
Nov7
Music & Comedy

iO 45th Anniversary Saturday 1-Day Pass

In 1981, iO Theater started a revolution that shaped modern comedy and launched the sharpest, funniest voices in the industry. Join us November 5-7 as…

Saturday, November 7th
6:00 p.m. – 11:30 p.m.
iO Theater
1501 N. Kingsbury St.
Zoltan Kaszas – Worldwide(ish) Tour
Nov7
Music & Comedy

Zoltan Kaszas – Worldwide(ish) Tour

Zoltan Kaszas will bring his Worldwide(ish) Tour to Chicago on Saturday, November 7, 2026.

Saturday, November 7th
7:00 p.m. – 9:00 p.m.
The Riveria Theater
4746 N Racine Ave
Ari Matti Live
Nov7
Music & Comedy

Ari Matti Live

Ari Matti is performing live in Chicago on Saturday, November 7, 2026, at The Vic Theatre. The Kill Tony regular and Estonian-born comedy powerhouse is…

Saturday, November 7th
7:00 p.m. – 9:00 p.m.
The Vic Theatre
3145 N. Sheffield
Bert Kreischer – Permission To Party World Tour
Nov7
Music & Comedy

Bert Kreischer – Permission To Party World Tour

Popular stand-up comedian and podcaster Bert Kreischer is bringing his shirt-off, high-energy storytelling to Chicago, Illinois, for back-to-back nights on Friday, November 6 and Saturday,…

Saturday, November 7th
7:00 p.m. – 9:00 p.m.
The Chicago Theatre
main stage is located at 2550 N. Lincoln Ave., Chicago, IL 60614
Rickey Smiley: Rickey Smiley’s Karaoke Night – Chicago, IL
Nov7
Music & Comedy

Rickey Smiley: Rickey Smiley’s Karaoke Night – Chicago, IL

Legendary comedian, actor, and radio personality Rickey Smiley is bringing a unique night of comedy and music to Chicago on Saturday, November 7, 2026. The…

Saturday, November 7th
7:00 p.m. – 9:00 p.m.
Park West
1901 W. Madison Street, Chicago
Ari Matti Live!
Nov7
Music & Comedy

Ari Matti Live!

Estonian-born comedian and Kill Tony regular Ari Matti is bringing his bold, high-energy stand-up comedy to Chicago, Illinois, on Saturday, November 7, 2026, performing at…

Saturday, November 7th
7:00 p.m. – 11:30 p.m.
The Vic Theatre
3145 N. Sheffield
iO 45th Anniversary – 3-Day Pass
Nov7
Music & Comedy

iO 45th Anniversary – 3-Day Pass

In 1981, iO Theater started a revolution that shaped modern comedy and launched the sharpest, funniest voices in the industry. Join us November 5-7 as…

Saturday, November 7th
7:00 p.m. – 11:30 p.m.
iO Theater
1501 N. Kingsbury St.
Vape! The Grease Parody
Nov7
Music & Comedy, Theatre & Performing Arts

Vape! The Grease Parody

Vape! lovingly pokes fun at all of the wonderful moments, sexual innuendos, outrageous characters, rivalries and secret romances from the original musical. The hair products may…

Saturday, November 7th
7:30 p.m. – 8:55 p.m.
Apollo Theater
2550 N. Lincoln Ave.
The Best of IO
Nov7
Music & Comedy

The Best of IO

Celebrate 45 years of improvisational excellence with the Best of iO Improv. This show brings together two teams of our very best improvisers, each delivering…

Saturday, November 7th
7:30 p.m. – 9:00 p.m.
iO Theater
1501 N. Kingsbury St.
The Snow Queen
Nov7
Music & Comedy, Theatre & Performing Arts

The Snow Queen

THE SNOW QUEENwritten by Mallory Swisherdirected & choreographed by Stefan Roseen & Anna Roemer Once there was, and once there was not, a little girl…

Saturday, November 7th
7:30 p.m. – 9:00 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Beethoven 5 & Mao Fujita
Nov7
Music & Comedy, Theatre & Performing Arts

Beethoven 5 & Mao Fujita

Beethoven’s Fifth Symphony, with its iconic four-note motif, stands as a powerful testament to the resilience of the human spirit. Strauss’ Burlesque — written when the composer…

Saturday, November 7th
7:30 p.m. – 9:30 p.m.

220 S. Michigan Ave.
Sinatra ’56 – Songs for Swingin’ Lovers
Nov7
Music & Comedy

Sinatra ’56 – Songs for Swingin’ Lovers

Sinatra ’56 — Songs for Swingin’ Lovers is the third chapter in a trilogy of cabaret concerts celebrating Frank Sinatra’s remarkable Capitol-era comeback—and the moment…

Saturday, November 7th
7:30 p.m. – 9:30 p.m.
Epiphany Center For The Arts: Epiphany Hall
201 S Ashland Ave
Choral Showcase
Nov7
Music & Comedy

Choral Showcase

University Chorale and University Singers present their annual fall Choral Showcase. Musicians: UNIVERSITY SINGERS Kaitlin Foley, conductor Chungho Lee, piano Ani Alloian, Abbie Bruce, Abhia…

Saturday, November 7th
7:30 p.m. – 9:30 p.m.
Mundelein Center For The Fine & Performing Arts
1020 W Sheridan Rd
Dave Matthews Band – Chicago, IL – 2026 Fall Tour
Nov7
Music & Comedy

Dave Matthews Band – Chicago, IL – 2026 Fall Tour

Dave Matthews Band will perform live at the United Center in Chicago, Illinois, on Saturday, November 7, 2026.The concert is a key stop on their…

Saturday, November 7th
7:30 p.m. – 10:30 p.m.
United Center
main stage is located at 2550 N. Lincoln Ave., Chicago, IL 60614
Best of the Second City
Nov7
Music & Comedy

Best of the Second City

Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…

Saturday, November 7th
8:00 p.m. – 9:30 p.m.
The Second City
1616 N. Wells St.
The Naked Comedy Show
Nov7
Music & Comedy

The Naked Comedy Show

As seen in Axios Chicago, The New York Times, Time Out, NowThis News… Yup, it’s exactly what it sounds like. Top comics with no bottoms.…

Saturday, November 7th
8:00 p.m. – 9:30 p.m.
Crib Comedy Playspace
2715 W. Madison St.
Rawayana – ¿Dónde es el after? World Tour
Nov7
Music & Comedy

Rawayana – ¿Dónde es el after? World Tour

Rawayana is scheduled to perform in Chicago on Saturday, November 7, 2026, as part of their “¿Dónde es el after? World Tour”.

Saturday, November 7th
8:00 p.m. – 11:00 p.m.
Aragon Ballroom
1106 W. Lawrence Ave., Chicago, IL 60640
Jodeci – 35th Anniversary Tour of Forever My Lady
Nov7
Music & Comedy

Jodeci – 35th Anniversary Tour of Forever My Lady

Legendary R&B group Jodeci will perform live in Chicago on Saturday, November 7, 2026, at 8:00 PM. The performance is part of their newly announced…

Saturday, November 7th
8:00 p.m. – 11:00 p.m.
Arie Crown Theater
2301 S. Jean Baptiste Point DuSable, S Lake Shore Dr
Sophomoric Songs
Nov7
Music & Comedy

Sophomoric Songs

For six nights only, Will Clinger and Bill Larkin take the stage at the Stars and Garters Theater’s Rouge Room to sing the always funny,…

Saturday, November 7th
9:00 p.m. – 10:30 p.m.
Stars & Garters
3914 N Clark St
The Improvised Movie: Summer Blockbusters
Nov7
Music & Comedy

The Improvised Movie: Summer Blockbusters

Are you ready for a cinematic showdown where your favorite song lyrics inspire completely improvised, never-seen-before, and never-seen-again summer movies? Join us Saturdays in July…

Saturday, November 7th
9:30 p.m. – 10:30 p.m.
de Maat Theatre at Second City
230 W North Ave
3 Square Feat. BL!MP
Nov7
Music & Comedy

3 Square Feat. BL!MP

Born out of the experimental genius of JTS Brown in 2002, 4 Square revolutionized long-form improvisation by stripping away sweep edits in favor of fluid…

Saturday, November 7th
9:30 p.m. – 10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Chicago Comedy Hour
Nov7
Music & Comedy

Chicago Comedy Hour

The Chicago Comedy hour is a comedy variety show featuring sketch comedy, improv comedy and stand up comedy from some of the best up and…

Saturday, November 7th
9:30 p.m. – 10:30 p.m.
de Maat Theatre at Second City
230 W North Ave
Pandemonium, Please Hold
Nov7
Music & Comedy, Theatre & Performing Arts

Pandemonium, Please Hold

The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…

Saturday, November 7th
9:30 p.m. – 11:00 p.m.
The Second City
1616 N. Wells St.
D.A.R.E Dropouts
Nov7
Music & Comedy

D.A.R.E Dropouts

The final bell just rang! You better get out of the classroom and get your ass to the iO Theater for After School Special brought to you…

Saturday, November 7th
9:30 p.m. – 11:00 p.m.
iO Theater
1501 N. Kingsbury St.