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ComedySportz Chicago
May24
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 24th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Teatro Zinzanni
May24
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 24th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
May24
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 24th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Every Brilliant Thing
May24
Music & Comedy, Theatre & Performing Arts

Every Brilliant Thing

CIRCA Pintig, Chicago’s Filipino American theatre company in its 34th year, presents EVERY BRILLIANT THING, the groundbreaking one-performer play written by Duncan Macmillan with Jonny Donahue.…

Saturday, May 24th
7:00 p.m.8:30 p.m.
1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
Baby Wants Candy! The Original Completely Improvised Musical
May24
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 24th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
May24
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 24th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
ComedySportz Chicago
May24
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 24th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
AC/DC: Power Up Tour with The Pretty Reckless
May24
Music & Comedy

AC/DC: Power Up Tour with The Pretty Reckless

AC/DC return to the road in the United States for the first time in nine years on the 2025 Power Up North American Tour! Much…

Saturday, May 24th
8:00 p.m.11:00 p.m.
Soldier Field
1410 Special Olympics Dr, Chicago, IL 60605
Paul Simon – A Quiet Celebration Tour
May24
Music & Comedy

Paul Simon – A Quiet Celebration Tour

During “A Quiet Celebration Tour,” Paul Simon will present the live-debut performance of his critically acclaimed, Grammy-nominated album Seven Psalms, as well as perform a…

Saturday, May 24th
8:00 p.m.11:00 p.m.
Chicago Symphony Center
220 S Michigan Ave
Here 4 A Bit *Naughty Improv
May24
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 24th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Best Of Annoyance Sketch
May24
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 24th
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
May24
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 24th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Orbit
May24
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 24th
11:00 p.m.11:30 p.m.
iO Theater
1501 N. Kingsbury St.
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
Every Brilliant Thing
May25
Music & Comedy, Theatre & Performing Arts

Every Brilliant Thing

CIRCA Pintig, Chicago’s Filipino American theatre company in its 34th year, presents EVERY BRILLIANT THING, the groundbreaking one-performer play written by Duncan Macmillan with Jonny Donahue.…

Sunday, May 25th
7:00 p.m.8:30 p.m.
1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
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
Duluth: An Improvised Midwest Murder
May29
Music & Comedy, Theatre & Performing Arts

Duluth: An Improvised Midwest Murder

Inspired by the hit FX show “Fargo”, Duluth takes audiences into the world of true crime in the Midwest. Each week, the cast of Duluth will…

Thursday, May 29th
7:30 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Secret Family
May29
Music & Comedy

Secret Family

Secret Family is a sketch comedy group that’s exactly like a real family, only our drama and infighting is mostly pretend, and our love for…

Thursday, May 29th
8:00 p.m.9:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Improvsed DCOM
May29
Music & Comedy, Theatre & Performing Arts

Improvsed DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…

Thursday, May 29th
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
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