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Upcoming Chicago Events

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Best Of Annoyance Sketch
Sep20
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, September 20th
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
Sep20
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, September 20th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Dungeons & Dragons: The Twenty-Sided Tavern
Sep21
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Sunday, September 21st
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Teatro Zinzanni
Sep21
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, September 21st
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Late Nite Catechism, the Comedy Legend, Returns
Sep21
Theatre & Performing Arts

Late Nite Catechism, the Comedy Legend, Returns

Call it Loretta Young meets Carol Burnett and Whoopi Goldberg. Late Nite Catechism is part catechism class, part stand-up routine. Written by Vicki Quade &…

Sunday, September 21st
1:00 p.m.3:00 p.m.
The iO Theater
1501 North Kingsbury Street
Refracted Theatre Company Presents “Dream Hou$e”
Sep21
Theatre & Performing Arts

Refracted Theatre Company Presents “Dream Hou$e”

Award-winning Refracted Theatre Company presents Dream Hou$e, written by Eliana Pipes and directed by Laura Alcalá Baker, September 12 – October 18, at the Den…

Sunday, September 21st
3:00 p.m.5:30 p.m.
The Den Theatre
1331 N Milwaukee Ave
The Annoyance Sketch Show: Late Stage Everything
Sep21
Music & Comedy, Theatre & Performing Arts

The Annoyance Sketch Show: Late Stage Everything

The trains are late, the apps are broken, the bees are dying, and the algorithm knows your deepest fears. So what do we do? We…

Sunday, September 21st
8:00 p.m.9:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Dungeons & Dragons: The Twenty-Sided Tavern
Sep22
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Monday, September 22nd
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Drunk Shakespeare!
Sep22
Theatre & Performing Arts

Drunk Shakespeare!

Gift this experience to your loved ones! Click here to check out our gift card. Join The Drunk Shakespeare Society for an unforgettable evening of…

Monday, September 22nd
7:00 p.m.8:15 p.m.
The Lounge At The Lion
182 North Wabash Avenue
Dungeons & Dragons: The Twenty-Sided Tavern
Sep23
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Tuesday, September 23rd
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Alice in Wonderland
Sep23
Theatre & Performing Arts

Alice in Wonderland

Follow Alice as she travels down the Rabbit Hole to the most amazing places!  Along her fantastic journey she’ll meet the Mad Hatter, March Hare,…

Tuesday, September 23rd
10:30 a.m.11:30 p.m.

Dungeons & Dragons: The Twenty-Sided Tavern
Sep24
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Wednesday, September 24th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Alice in Wonderland
Sep24
Theatre & Performing Arts

Alice in Wonderland

Follow Alice as she travels down the Rabbit Hole to the most amazing places!  Along her fantastic journey she’ll meet the Mad Hatter, March Hare,…

Wednesday, September 24th
10:30 a.m.11:30 p.m.

Hooch & Holler Comedy Show
Sep24
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, September 24th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Dungeons & Dragons: The Twenty-Sided Tavern
Sep25
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Thursday, September 25th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Alice in Wonderland
Sep25
Theatre & Performing Arts

Alice in Wonderland

Follow Alice as she travels down the Rabbit Hole to the most amazing places!  Along her fantastic journey she’ll meet the Mad Hatter, March Hare,…

Thursday, September 25th
10:30 a.m.11:30 p.m.

Teatro Zinzanni
Sep25
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, September 25th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
WTTW Presents: An Evening with Ken Burns
Sep25
Theatre & Performing Arts

WTTW Presents: An Evening with Ken Burns

Join Ken Burns and WTTW at The Auditorium to preview selections from the epic new six-part, 12-hour film The American Revolution, and a behind-the-scenes conversation…

Thursday, September 25th
7:30 p.m.9:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Chicago Symphony Orchestra: Ravel Piano Concertos & Suite from Carmen
Sep25
Music & Comedy, Theatre & Performing Arts

Chicago Symphony Orchestra: Ravel Piano Concertos & Suite from Carmen

Overview Ravel’s jazz-fueled Piano Concerto in G Major fits Alice Sara Ott “like a custom suit,” raves The New York Times. Ott presents the glittering score…

Thursday, September 25th
7:30 p.m.9:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Refracted Theatre Company Presents “Dream Hou$e”
Sep25
Theatre & Performing Arts

Refracted Theatre Company Presents “Dream Hou$e”

Award-winning Refracted Theatre Company presents Dream Hou$e, written by Eliana Pipes and directed by Laura Alcalá Baker, September 12 – October 18, at the Den…

Thursday, September 25th
7:30 p.m.10:00 p.m.
The Den Theatre
1331 N Milwaukee Ave
Remy Bumppo Theatre Company’s “Wish You Were Here”
Sep25
Theatre & Performing Arts

Remy Bumppo Theatre Company’s “Wish You Were Here”

Remy Bumppo Theatre Company’s first production in its 30th anniversary season is Wish You Were Here, written by Sanaz Toossi, Pulitzer Prize winner for English…

Thursday, September 25th
7:30 p.m.10:00 p.m.
Theater Wit
Improvsed DCOM
Sep25
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, September 25th
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Sketch Playlist
Sep25
Music & Comedy, Theatre & Performing Arts

Sketch Playlist

Sketch Playlist is a weekly sketch show on Thursdays at 9:30pm at iO Theater (1501 N Kingsbury Street, Chicago 60642) that will feature brand-new material…

Thursday, September 25th
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Dungeons & Dragons: The Twenty-Sided Tavern
Sep26
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Friday, September 26th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
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