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The Sound of Music
Oct21
Theatre & Performing Arts

The Sound of Music

For 65 years, THE SOUND OF MUSIC has been one of our “favorite things.” With its timeless story and irresistibly charming score, this Rodgers & Hammerstein classic…

Tuesday, October 21st
James M. Nederlander Theatre
24 W. Randolph St.
Alice in Wonderland
Oct21
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, October 21st
10:30 a.m.11:30 p.m.

Happy Hour: A Staged Reading of Short Plays Set in Bars
Oct21
Theatre & Performing Arts

Happy Hour: A Staged Reading of Short Plays Set in Bars

In October, Ghostlight Ensemble will present the second installment of Happy Hour — a staged reading series made up of short plays with one thing…

Tuesday, October 21st
7:00 p.m.9:00 p.m.
My Buddy’s
4416 N Clark St
Revolution(s)
Oct21
Theatre & Performing Arts

Revolution(s)

By Zayd Ayers Dohrn Music and Lyrics by Tom Morello Directed by Steve H. Broadnax III October 4 – November 9, 2025 Put your hands…

Tuesday, October 21st
7:30 p.m.
Goodman Theatre
170 N. Dearborn St.
Mr. Wolf
Oct21
Theatre & Performing Arts

Mr. Wolf

12 years ago, Theresa was stolen from her parents. Now a precocious 15-year-old, she has been rescued and returned to a family that had nearly…

Tuesday, October 21st
7:30 p.m.9:30 p.m.
Oops! All Bits
Oct21
Music & Comedy, Theatre & Performing Arts

Oops! All Bits

Skip your balanced breakfast and go straight for the good stuff! New Nonsense brings to the stage a show highlighting its best bits, blackouts, and…

Tuesday, October 21st
8:30 p.m.9:30 p.m.
The Second City
230 W North Ave., 2nd Floor
The Sound of Music
Oct22
Theatre & Performing Arts

The Sound of Music

For 65 years, THE SOUND OF MUSIC has been one of our “favorite things.” With its timeless story and irresistibly charming score, this Rodgers & Hammerstein classic…

Wednesday, October 22nd
James M. Nederlander Theatre
24 W. Randolph St.
Alice in Wonderland
Oct22
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, October 22nd
10:30 a.m.11:30 p.m.

Pressure Drop WhiSKI Series
Oct22
Theatre & Performing Arts

Pressure Drop WhiSKI Series

Chicago, get ready for a one-of-a-kind night! TGR is bringing the WhiSKI Series to The Den Theater on Wednesday, October 22 at 7:00 PM, pairing…

Wednesday, October 22nd
7:00 p.m.9:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Revolution(s)
Oct22
Theatre & Performing Arts

Revolution(s)

By Zayd Ayers Dohrn Music and Lyrics by Tom Morello Directed by Steve H. Broadnax III October 4 – November 9, 2025 Put your hands…

Wednesday, October 22nd
7:30 p.m.
Goodman Theatre
170 N. Dearborn St.
Mr. Wolf
Oct22
Theatre & Performing Arts

Mr. Wolf

12 years ago, Theresa was stolen from her parents. Now a precocious 15-year-old, she has been rescued and returned to a family that had nearly…

Wednesday, October 22nd
7:30 p.m.9:30 p.m.
Goody! An Immersive Folk-Horror Sketch Comedy Show
Oct22
Music & Comedy, Theatre & Performing Arts

Goody! An Immersive Folk-Horror Sketch Comedy Show

Hear ye, hear ye! Goody! is back by popular demand! This October, join the town elders of Brian’s Hollow in the meetinghouse for an immersive…

Wednesday, October 22nd
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
The Book of Will
Oct22
Theatre & Performing Arts

The Book of Will

Without William Shakespeare, we wouldn’t have literary masterpieces like ROMEO AND JULIET. But without Henry Condell and John Heminges, we would have lost half of…

Wednesday, October 22nd
8:00 p.m.10:00 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Hooch & Holler Comedy Show
Oct22
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, October 22nd
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Sound of Music
Oct23
Theatre & Performing Arts

The Sound of Music

For 65 years, THE SOUND OF MUSIC has been one of our “favorite things.” With its timeless story and irresistibly charming score, this Rodgers & Hammerstein classic…

Thursday, October 23rd
James M. Nederlander Theatre
24 W. Randolph St.
Alice in Wonderland
Oct23
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, October 23rd
10:30 a.m.11:30 p.m.

Yes, Ahhh! Presents: All Hallows Eve
Oct23
Theatre & Performing Arts

Yes, Ahhh! Presents: All Hallows Eve

After chilling audiences across the nation, Yes, AHHH! returns this October with a thrilling new improvised horror tale: All Hallows Eve. The leaves are falling,…

Thursday, October 23rd
7:00 p.m.8:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Hundreds and Hundreds of Stars
Oct23
Theatre & Performing Arts

Hundreds and Hundreds of Stars

Motherhood, marijuana, and the multiverse collide in this Chicago-set story of family, immigration, and American identity. Like millions of Americans, Clara is doing her best…

Thursday, October 23rd
7:00 p.m.8:30 p.m.
Lookingglass Theatre Company
821 N. Michigan Ave.
Clued In: Where There’s a Will, There’s a Way
Oct23
Music & Comedy, Theatre & Performing Arts

Clued In: Where There’s a Will, There’s a Way

YOU’RE INVITED…to bear witness to a fully improvised murder mystery. Six improvisers find themselves trapped on stage with a murderer, and nobody knows who the…

Thursday, October 23rd
7:00 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Lol-Oween: A Stand-Up Spooktacular
Oct23
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Lol-Oween: A Stand-Up Spooktacular

Treats, Comedy, Costumes, Trivia and more! Weve got all you need to celebrate in the city! Featuring some of Chicago’s best talents, regularly seen at…

Thursday, October 23rd
7:00 p.m.9:00 p.m.
The Pocket at Surge Billiards Logan Square
3716 W. Fullerton Ave.
Stars & Garters Presents “Stars & Garters After Dark”
Oct23
Theatre & Performing Arts

Stars & Garters Presents “Stars & Garters After Dark”

Chicago’s brand new Stars & Garters, 3914 N Clark St, presents Stars & Garters After Dark, every Thursday at 7 p.m. in the Rouge Room.…

Thursday, October 23rd
7:00 p.m.9:30 p.m.
Stars and Garters Club
3914 N Clark St
Teatro Zinzanni
Oct23
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, October 23rd
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Revolution(s)
Oct23
Theatre & Performing Arts

Revolution(s)

By Zayd Ayers Dohrn Music and Lyrics by Tom Morello Directed by Steve H. Broadnax III October 4 – November 9, 2025 Put your hands…

Thursday, October 23rd
7:30 p.m.
Goodman Theatre
170 N. Dearborn St.
Duluth: An Improvised Midwest Murder
Oct23
Music & Comedy, Theatre & Performing Arts

Duluth: An Improvised Midwest Murder

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

Thursday, October 23rd
7:30 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
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