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Voila: The Improvised Musical
Sep19
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, September 19th
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
Sep19
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, September 19th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Dungeons & Dragons: The Twenty-Sided Tavern
Sep20
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…

Saturday, September 20th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Czech Heritage Week 2025
Sep20
Festivals, Fairs & Special Events, Theatre & Performing Arts

Czech Heritage Week 2025

A vibrant celebration of Czech culture in Chicago! From September 20 to 28, 2025, a wide variety of Czech-themed events will take place across the…

Saturday, September 20th
Chicago
Chicago Danztheatre Ensemble Presents Full Circle Festival
Sep20
Theatre & Performing Arts

Chicago Danztheatre Ensemble Presents Full Circle Festival

Chicago Danztheatre Ensemble (CDE) is pleased to announce the plays and artists featured in the reimagined “Full Circle Festival,” September 19-28, at Chicago Danztheatre, 1650…

Saturday, September 20th
Chicago Danztheatre Ensemble
1650 W Foster Ave
Angels in America, Part One: Millennium Approaches
Sep20
Theatre & Performing Arts

Angels in America, Part One: Millennium Approaches

Part One of Tony Kushner’s two-part, Pulitzer Prize-winning expansive, poetic, and politically charged look at the ‘80s in America. In the midst of the AIDS…

Saturday, September 20th
12:00 p.m.3:00 p.m.
Windy City Playhouse
3014 W. Irving Park Rd.
Boudoir Bingo
Sep20
Theatre & Performing Arts

Boudoir Bingo

“Lucky cards and sultry stars!” Boudoir Bingo is Chicago’s favorite bingo and variety show. Your hosts, The Bingo B*tch & The Card Kween will guide…

Saturday, September 20th
3:00 p.m.5:00 p.m.
The Newport Theater
956 West Newport Avenue
Imaginarium: An improv show for kids 4 and up!
Sep20
Theatre & Performing Arts

Imaginarium: An improv show for kids 4 and up!

Imaginarium is the magical improv show where kids take center stage! In the first half, kids jump up to play fast, funny, and interactive improv…

Saturday, September 20th
4:00 p.m.5:00 p.m.
iO Theater
1501 N. Kingsbury St.
Tikka Masala
Sep20
Music & Comedy, Theatre & Performing Arts

Tikka Masala

Tikka Masala: The Indian Improv Comedy Game Show. Get ready for a laugh-out-loud night of unscripted chaos, cultural flavor, and spicy twists! Tikka Masala is…

Saturday, September 20th
5:00 p.m.6:00 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Redtwist Theatre’s “How To Transcend a Happy Marriage”
Sep20
Theatre & Performing Arts

Redtwist Theatre’s “How To Transcend a Happy Marriage”

Award-winning Redtwist Theatre launches its 21st season, “Defiant Femmes,” with  How to Transcend a Happy Marriage, by Sarah Ruhl, directed by Elizabeth Swanson and movement…

Saturday, September 20th
5:00 p.m.7:00 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
ComedySportz Chicago
Sep20
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, September 20th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Dinner Detective True Crime Murder Mystery Dinner Show
Sep20
Music & Comedy, Theatre & Performing Arts

The Dinner Detective True Crime Murder Mystery Dinner Show

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, September 20th
6:00 p.m.9:00 p.m.
Courtyard by Marriott Chicago Downtown
165 E. Ontario St
Symphony Ball: Joyce DiDonato & the Chicago Symphony Orchestra
Sep20
Music & Comedy, Theatre & Performing Arts

Symphony Ball: Joyce DiDonato & the Chicago Symphony Orchestra

Overview Kick off the new season in style! Superstar mezzo-soprano and 2025/26 CSO Artist-in-Residence Joyce DiDonato joins Nikolaj Szeps-Znaider and the CSO for a celebratory…

Saturday, September 20th
6:30 p.m.8:00 p.m.
Chicago Symphony Center
220 S Michigan Ave
The Infinite Wrench
Sep20
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, September 20th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Abby Paj Tries to Stay Alive
Sep20
Theatre & Performing Arts

Abby Paj Tries to Stay Alive

Abby Paj Tries to Stay Alive is a solo show written and performed by Neo-Futurist Ensemble Member, Abby Pajakowksi. THE DOOMSDAY CLOCK TICKS 89 SECONDS…

Saturday, September 20th
7:00 p.m.8:30 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Teatro Zinzanni
Sep20
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, September 20th
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Angels in America, Part Two: Perestroika
Sep20
Theatre & Performing Arts

Angels in America, Part Two: Perestroika

Part Two of Tony Kushner’s two-part, Pulitzer Prize-winning expansive, poetic, and politically charged look at the ‘80s in America. In the midst of the AIDS…

Saturday, September 20th
7:00 p.m.10:00 p.m.
Windy City Playhouse
3014 W. Irving Park Rd.
Baby Wants Candy! The Original Completely Improvised Musical
Sep20
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, September 20th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Sep20
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, September 20th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Tom & Eliza
Sep20
Theatre & Performing Arts

Tom & Eliza

Tom & Eliza is a dual meditation on the choices we make (and those we don’t) in a world that spins relentlessly into the future. Performed…

Saturday, September 20th
7:30 p.m.8:40 p.m.
TUTA Theatre
4670 N. Manor Avenue
The Improvised Shakespeare Company®
Sep20
Theatre & Performing Arts

The Improvised Shakespeare Company®

The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago, now in its 19th year! Join us for an evening of…

Saturday, September 20th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Improvised Shakespeare
Sep20
Music & Comedy, Theatre & Performing Arts

Improvised Shakespeare

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

Saturday, September 20th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Gangsta Baby
Sep20
Theatre & Performing Arts

Gangsta Baby

The hit production from the London Pub Theatre scene – first production in the US Junior is a queer sex worker in Hastings suffering from…

Saturday, September 20th
7:30 p.m.9:00 p.m.
Open Space Arts
1411 W. Wilson Ave, Chicago, IL, 60640
Hot People Island
Sep20
Music & Comedy, Theatre & Performing Arts

Hot People Island

Hot People Island is a world premiere original comedy by Deana Velandra. In this play, a popular television network will take eight lucky certified Hot…

Saturday, September 20th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
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