Upcoming Chicago Events

Name: LET’S PLAY A GAME: Chicago’s scariest short-form show
Start: 2025-09-06T22:00:00-05:00
End: 2025-09-06T23:00:00-05:00
Location: Annoyance Theatre & Bar

Check out what's happening all around Chicago.

September 3, 2025: Sep3
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,…
Event details
Wednesday, September 3rd
10:30 a.m. – 11:30 p.m.
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Sep3
Theatre & Performing Arts
Team Deakins returns to the Athenaeum Center
Following an October 2024 series of sold-out programming, Chicago’s not-for-profit Athenaeum Center for Thought and Culture (2936 N. Southport Avenue) proudly welcomes back legendary Academy…
Event details
Wednesday, September 3rd
6:30 p.m. – 8:30 p.m.
See all events in series
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
Sep3
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…
Event details
Wednesday, September 3rd
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
September 4, 2025: Sep4
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,…
Event details
Thursday, September 4th
10:30 a.m. – 11:30 p.m.
See all events in series

Sep4
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…
Loop
Event details
Thursday, September 4th
6:00 p.m. – 10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Sep4
Theatre & Performing Arts
Team Deakins returns to the Athenaeum Center
Following an October 2024 series of sold-out programming, Chicago’s not-for-profit Athenaeum Center for Thought and Culture (2936 N. Southport Avenue) proudly welcomes back legendary Academy…
Event details
Thursday, September 4th
6:30 p.m. – 8:30 p.m.
See all events in series
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
September 5, 2025: Sep5
Sep6
Theatre & Performing Arts
Comedy Hour at Annoyance Theatre
Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…
Lakeview
Event details
Friday, September 5th
12:00 a.m. – Saturday, September 6th
1:00 a.m.
See all events in series
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Sep5
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…
Loop
Event details
Friday, September 5th
6:00 p.m. – 10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Sep5
Theatre & Performing Arts
Team Deakins returns to the Athenaeum Center
Following an October 2024 series of sold-out programming, Chicago’s not-for-profit Athenaeum Center for Thought and Culture (2936 N. Southport Avenue) proudly welcomes back legendary Academy…
Event details
Friday, September 5th
6:30 p.m. – 8:30 p.m.
See all events in series
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
Sep5
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…
Andersonville
Event details
Friday, September 5th
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.
Sep5
Theatre & Performing Arts
The Lincoln Lodge
The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…
Event details
Friday, September 5th
8:00 p.m. – 9:30 p.m.
See all events in series
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Sep5
Music & Comedy, Theatre & Performing Arts
Lowkey Funny Comedy Show
This monthly show will shine light on some of Chicago’s emerging talent in stand-up, improv/ sketch comedy, and up and coming music artists. Break away…
Event details
Friday, September 5th
8:30 p.m. – 11:00 p.m.
See all events in series
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Sep5
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…
Event details
Friday, September 5th
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,
Sep5
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…
Lakeview
Event details
Friday, September 5th
10:00 p.m. – 11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
September 6, 2025: Sep6
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…
Loop
Event details
Saturday, September 6th
12:00 p.m. – 3:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Sep6
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…
Loop
Event details
Saturday, September 6th
6:00 p.m. – 10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Sep6
Theatre & Performing Arts
Team Deakins returns to the Athenaeum Center
Following an October 2024 series of sold-out programming, Chicago’s not-for-profit Athenaeum Center for Thought and Culture (2936 N. Southport Avenue) proudly welcomes back legendary Academy…
Event details
Saturday, September 6th
6:30 p.m. – 8:30 p.m.
See all events in series
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
Sep6
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…
Andersonville
Event details
Saturday, September 6th
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.
Sep6
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…
Old Town
Event details
Saturday, September 6th
7:30 p.m. – 8:30 p.m.
See all events in series
The Second City
1616 N. Wells St.
Sep6
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…
Old Town
Event details
Saturday, September 6th
7:30 p.m. – 8:30 p.m.
See all events in series
The Second City
1616 N. Wells St., Theater on the Second Floor
Sep6
Theatre & Performing Arts
The Lincoln Lodge
The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…
Event details
Saturday, September 6th
8:00 p.m. – 9:30 p.m.
See all events in series
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Sep6
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,…
Old Town
Event details
Saturday, September 6th
9:00 p.m. – 10:00 p.m.
See all events in series
The Second City
1616 N. Wells St., Theater on the Second Floor
Sep6
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…
Lakeview
Event details
Saturday, September 6th
9:30 p.m. – 10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Sep6
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,…
Lakeview
Event details
Saturday, September 6th
10:00 p.m. – 11:00 p.m.
See all events in series
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.