DRINK! The Sketch Comedy Drinking Game: Conspiracy Theory Edition
Jun6
Music & Comedy, Theatre & Performing Arts

DRINK! The Sketch Comedy Drinking Game: Conspiracy Theory Edition

What really happened with the magic bullet? Is your phone listening to you? What are birds??? We may not have the answers, but we can…

Saturday, June 6th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
Now Extended Through June 21st: “Going Bacharach” Presenting the Greatest Hits of Bacharach at the Apollo Theater
Jun6
Music & Comedy, Theatre & Performing Arts

Now Extended Through June 21st: “Going Bacharach” Presenting the Greatest Hits of Bacharach at the Apollo Theater

Following the success of the Going Bacharach: The Songs Of An Icon Chicago debut, the musical revue has been extended to run through June 21 at the Apollo Theater. Rediscover the…

Saturday, June 6th
7:30 p.m.9:30 p.m.
Apollo Theater
2550 N. Lincoln Ave.
Alsop Conducts Adams, Copland & Marsalis
Jun6
Music & Comedy

Alsop Conducts Adams, Copland & Marsalis

Jazz, blues and orchestral sounds converge in a rousing celebration of the American story. The CSO joins forces with the Jazz at Lincoln Center Orchestra…

Saturday, June 6th
7:30 p.m.10:00 p.m.

220 S. Michigan Ave.
Jazz at Lincoln Center Orchestra with Wynton Marsalis
Jun6
Music & Comedy

Jazz at Lincoln Center Orchestra with Wynton Marsalis

Timeless jazz, acclaimed ensemble The legendary Jazz at Lincoln Center Orchestra and its trailblazing leader Wynton Marsalis return to Symphony Center, their home in Chicago.…

Saturday, June 6th
8:00 p.m.10:00 p.m.

220 S. Michigan Ave.
Chris Mitchell Live In Concert
Jun6
Music & Comedy

Chris Mitchell Live In Concert

Chris Mitchell—the acclaimed saxophonist known for his viral “Begging For Sax” series—is scheduled to bring his tour to Chicago on June 6, 2026.

Saturday, June 6th
8:00 p.m.11:00 p.m.
Park West
322 W Armitage Ave
Grupo Bryndis – Románticos Forever Tour
Jun6
Music & Comedy

Grupo Bryndis – Románticos Forever Tour

Grupo Bryndis is bringing their Románticos Forever Tour 2026 to the Rosemont Theatre on Saturday, June 6, 2026. This concert features a nostalgic lineup of…

Saturday, June 6th
8:00 p.m.11:00 p.m.
Rosemont Theatre
McLuhan Live
Jun6
Music & Comedy

McLuhan Live

Chicago Progressive Rock pioneers McLuhan return to the Copper Fiddle Distillery for a night of great music with great people and libations; no cover (suggested…

Saturday, June 6th
8:00 p.m.11:00 p.m.
Copper Fiddle Distillery
532 W IL Rte 22 Suite 110
Secret Sketch Show
Jun6
Music & Comedy

Secret Sketch Show

Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…

Saturday, June 6th
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Nick Alex at The Comedy Bar
Jun6
Music & Comedy

Nick Alex at The Comedy Bar

Nick Alex is a New York–based stand-up comic originally from Long Island, where he grew up obsessed with everyday absurdities and the kind of observational…

Saturday, June 6th
9:00 p.m.10:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Best Of Annoyance Sketch
Jun6
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, June 6th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Top Shelf Comedy
Jun6
Music & Comedy

Top Shelf Comedy

Top Shelf Comedy is all in the name! Join us every first Saturday of the month for an incredible night of laughs! Our production team’s…

Saturday, June 6th
10:00 p.m.11:30 p.m.
The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United States
Top Shelf Comedy
Jun6
Music & Comedy

Top Shelf Comedy

Top Shelf Comedy is all in the name! Join us every first Saturday of the month for an incredible night of laughs! Our production team’s…

Saturday, June 6th
10:00 p.m.11:30 p.m.
The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United States
Beyond Wonderland Chicago 2026
Jun7
Music & Comedy

Beyond Wonderland Chicago 2026

Beyond Wonderland Chicago returns to the Huntington Bank Pavilion at Northerly Island on Saturday, June 6, and Sunday, June 7, 2026. The third edition of…

Sunday, June 7th
1:00 p.m.11:00 p.m.
Conrad Tao
Jun7
Music & Comedy

Conrad Tao

In his 2023 CSO subscription debut, Conrad Tao gave a “dazzling, staggering” performance of Gershwin’s Piano Concerto in F, wrote the Chicago Tribune, in which Tao…

Sunday, June 7th
3:00 p.m.5:00 p.m.

220 S. Michigan Ave.
HighQ
Jun7
Music & Comedy, Theatre & Performing Arts

HighQ

Is it a cannabis-themed game show or an uproarious, electively interactive live theatrical experience? Why can’t it be both? HighQ is an uplifting blend of…

Sunday, June 7th
6:00 p.m.7:30 p.m.
The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United States
Alex Isley – When The City Sleeps Tour
Jun7
Music & Comedy

Alex Isley – When The City Sleeps Tour

Alex Isley is performing at the House of Blues Chicago on Sunday, June 7, 2026, as part of her “When The City Sleeps Tour”.

Sunday, June 7th
6:30 p.m.9:30 p.m.
UFO Case Files
Jun7
Music & Comedy

UFO Case Files

Men in Black meets Whose Line Is It Anyways? UFO Case Files is a live improv show in Logan Square where the cast creates a…

Sunday, June 7th
7:00 p.m.8:00 p.m.
cosmic underground theater
3433 W Fullerton Ave
Barry Brewer at The Comedy Bar
Jun7
Music & Comedy

Barry Brewer at The Comedy Bar

Join Comedian Barry Brewer for a fun night of stand up comedy with a mix of crowd collaboration and conversation. Barry Brewer hails as one…

Sunday, June 7th
7:00 p.m.8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Justin Willman – One For The Ages 2025-26 Tour
Jun7
Music & Comedy

Justin Willman – One For The Ages 2025-26 Tour

Comedian Justin Willman will perform live at Vic Theatre on June 7, 2026.

Sunday, June 7th
7:00 p.m.9:00 p.m.
The Vic Theatre
3145 N. Sheffield
Melissa Etheridge: RISE at Brookfield Zoo Chicago
Jun7
Festivals, Fairs & Special Events, Music & Comedy

Melissa Etheridge: RISE at Brookfield Zoo Chicago

The ultimate summer evenings await at Roaring Nights, Brookfield Zoo Chicago’s premier summer concert series! Get ready to turn up the volume for unforgettable nights…

Sunday, June 7th
7:00 p.m.9:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
Wheel of Improv
Jun7
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Sunday, June 7th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Now Extended Through June 21st: “Going Bacharach” Presenting the Greatest Hits of Bacharach at the Apollo Theater
Jun7
Music & Comedy, Theatre & Performing Arts

Now Extended Through June 21st: “Going Bacharach” Presenting the Greatest Hits of Bacharach at the Apollo Theater

Following the success of the Going Bacharach: The Songs Of An Icon Chicago debut, the musical revue has been extended to run through June 21 at the Apollo Theater. Rediscover the…

Sunday, June 7th
7:30 p.m.9:30 p.m.
Apollo Theater
2550 N. Lincoln Ave.
Chicago Comedy Hour
Jun7
Music & Comedy

Chicago Comedy Hour

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

Sunday, June 7th
9:00 p.m.10:00 p.m.
de Maat Theatre at Second City
230 W North Ave
Lat Nite Mic at The Comedy Bar
Jun8
Music & Comedy

Lat Nite Mic at The Comedy Bar

Vik Pandya is a nationally touring stand up comic based in Chicago. Known for his sharp self-deprecation, observational humor on dating, & hilarious crowd work,…

Monday, June 8th
7:00 p.m.8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611