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Upcoming Chicago Events

Check out what's happening all around Chicago.

The Worst Actress in LA
Jun20
Music & Comedy, Theatre & Performing Arts

The Worst Actress in LA

After sold-out shows in Los Angeles and New York, comedian Katie Plott brings her one-woman show, THE WORST ACTRESS IN LA, to the Windy City!…

Friday, June 20th
8:00 p.m.9:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Groundwater
Jun20
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Groundwater

Chicago’s Home for Contemporary Opera Brings Audiences Face to Face with Water Pollution in New Multi-Media Work Thompson Street Opera Company announces their closing production…

Friday, June 20th
8:00 p.m.9:00 p.m.
Bramble Arts Loft
Trapped in a Musical – an improvised musical
Jun20
Music & Comedy, Theatre & Performing Arts

Trapped in a Musical – an improvised musical

Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…

Friday, June 20th
9:00 p.m.10:00 p.m.
ComedySportz Chicago
929 W. Belmont Ave.
Al Jackson at The Comedy Bar
Jun20
Music & Comedy

Al Jackson at The Comedy Bar

Al Jackson is a Los Angeles-based stand-up comedian, writer, and TV/radio personality best known for his special “Comedy Central Presents: Al Jackson” and for his role…

Friday, June 20th
9:30 p.m.11:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Voila: The Improvised Musical
Jun20
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, June 20th
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
Jun20
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, June 20th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Teatro Zinzanni
Jun21
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, June 21st
12:00 p.m.3:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Rush Hour Concerts | | Merida Trio
Jun21
Music & Comedy

Rush Hour Concerts | | Merida Trio

RUSH HOUR CONCERTS | | MERIDA TRIO Charlene Kluegel, violin Jean Hatmaker, cello Katherine Petersen, piano Program  Franz Schubert – Piano Trio in B-flat major,…

Saturday, June 21st
5:45 p.m.6:30 p.m.
Hecklers’ Happy Hour
Jun21
Music & Comedy, Theatre & Performing Arts

Hecklers’ Happy Hour

The only show in Chicago where you can tell the comedians what you really think! Audiences can unleash their inner “heckler” against some of Chicago’s…

Saturday, June 21st
6:00 p.m.7:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
ComedySportz Chicago
Jun21
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, June 21st
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Dinner Detective Murder Mystery Dinner Show
Jun21
Music & Comedy, Theatre & Performing Arts

Dinner Detective Murder Mystery Dinner Show

The Dinner Detective is the largest, award-winning, interactive comedic true crime mystery dinner show in the United States. We are now running public and private…

Saturday, June 21st
6:00 p.m.9:00 p.m.
Courtyard by Marriott Downtown/Magnificent Mile
165 E. Ontario St.
Teatro Zinzanni
Jun21
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, June 21st
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Blavity House Party Summer Series: Chicago
Jun21
Music & Comedy

Blavity House Party Summer Series: Chicago

Chicago, you already know—when it comes to house parties, this city wrote the blueprint. From the birthplace of house music to a thriving creative scene,…

Saturday, June 21st
6:00 p.m.10:00 p.m.
Joy District
112 W Hubbard St
The Infinite Wrench
Jun21
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, June 21st
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL
Jun21
Music & Comedy, Theatre & Performing Arts

The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL

The Dinner Detective is an interactive true crime mystery show set in the present day and based on real cold cases. Feast on a fantastic…

Saturday, June 21st
7:00 p.m.10:00 p.m.
Courtyard by Marriott Chicago Downtown
165 E. Ontario St
Baby Wants Candy! The Original Completely Improvised Musical
Jun21
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, June 21st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Jun21
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, June 21st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Al Jackson at The Comedy Bar
Jun21
Music & Comedy

Al Jackson at The Comedy Bar

Al Jackson is a Los Angeles-based stand-up comedian, writer, and TV/radio personality best known for his special “Comedy Central Presents: Al Jackson” and for his role…

Saturday, June 21st
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Improvised Shakespeare
Jun21
Music & Comedy, Theatre & Performing Arts

Improvised Shakespeare

Critically-acclaimed improvised comedy featuring the language and themes of William Shakespeare

Saturday, June 21st
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Improv Near Me
Jun21
Music & Comedy, Theatre & Performing Arts

Improv Near Me

Improv Near Me is a one-of-a-kind, 360-degree comedy experience that brings the spirit of Chicago’s legendary improv scene to life—right in the round! Blending classic improv…

Saturday, June 21st
8:00 p.m.9:00 p.m.
The Revival
906 S Wabash Ave
Groundwater
Jun21
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Groundwater

Chicago’s Home for Contemporary Opera Brings Audiences Face to Face with Water Pollution in New Multi-Media Work Thompson Street Opera Company announces their closing production…

Saturday, June 21st
8:00 p.m.9:00 p.m.
Bramble Arts Loft
ComedySportz Chicago
Jun21
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, June 21st
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Ryan Adams: Heartbreaker ’25 World Tour
Jun21
Music & Comedy

Ryan Adams: Heartbreaker ’25 World Tour

Singer-songwriter Ryan Adams will perform live at The Chicago Theatre on June 21, 2025.

Saturday, June 21st
8:00 p.m.11:00 p.m.
The Chicago Theatre
175 N. State
Here 4 A Bit *Naughty Improv
Jun21
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, June 21st
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
bean-night

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