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Clued In: Where There’s a Will, There’s a Way
Oct19
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…

Sunday, October 19th
4:00 p.m.5:30 p.m.
The Second City
1616 N. Wells St.
Brian Hooks at The Comedy Bar
Oct19
Music & Comedy

Brian Hooks at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Brian Hooks is a highly prolific…

Sunday, October 19th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Avatar: The Last Airbender in Concert
Oct19
Music & Comedy

Avatar: The Last Airbender in Concert

Avatar: The Last Airbender In Concert presents a live orchestral rendition of the series’ iconic soundtrack, paired with a two-hour special recap of the animated…

Sunday, October 19th
7:00 p.m.9:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Ashland Avenue
Oct19
Theatre & Performing Arts

Ashland Avenue

“You gotta start living your life right now. Because someday you’ll wake up and it’s over.” Pete’s TV and Video has served Chicagoland for 40+…

Sunday, October 19th
7:30 p.m.
Goodman Albert Theatre
170 N. Dearborn, Chicago, IL, 60601
Wheel of Improv
Oct19
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Sunday, October 19th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Mr. Wolf
Oct19
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…

Sunday, October 19th
7:30 p.m.9:30 p.m.
Rocky Horror Picture Show: Barry Bostwick, Nell Campbell & Patricia Quinn
Oct19
Theatre & Performing Arts

Rocky Horror Picture Show: Barry Bostwick, Nell Campbell & Patricia Quinn

The Rocky Horror Picture Show brings their 50th Anniversary Spectacular Tour to The Chicago Theatre on October 19. Join the original ‘Brad Majors’ – BARRY…

Sunday, October 19th
7:30 p.m.9:30 p.m.
The Chicago Theatre
175 N. State
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Oct19
Festivals, Fairs & Special Events, Tours & Attractions

Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks

Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…

Sunday, October 19th
8:00 p.m.10:00 p.m.
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
Ear Taxi Festival
Oct20
Festivals, Fairs & Special Events

Ear Taxi Festival

The Ear Taxi Festival 2025, themed “The Composer’s Voice,” is a landmark event showcasing contemporary concert music across Chicagoland from October 3 through November 2,…

Monday, October 20th
Division Street Farmers Market
Oct20
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Monday, October 20th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Boo! at the Zoo
Oct20
Festivals, Fairs & Special Events

Boo! at the Zoo

Get ready for a fang-tastic time at BOO! at the Zoo, Brookfield Zoo Chicago’s family-friendly Halloween celebration. This event is packed with not-so-scary thrills, festive decorations,…

Monday, October 20th
10:00 a.m.5:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
Magic Mondays
Oct20
Music & Comedy, Theatre & Performing Arts

Magic Mondays

Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…

Monday, October 20th
7:00 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
CNN’s Abby Phillip in Conversation
Oct20
Festivals, Fairs & Special Events

CNN’s Abby Phillip in Conversation

Join CNN anchor and author Abby Phillip in conversation with bestselling writer and cultural critic Luvvie Ajayi Jones for a powerful look at Jesse Jackson’s…

Monday, October 20th
7:00 p.m.9:00 p.m.
First United Methodist Church at the Chicago Temple
77 W Washington St
Late Nite Mic With Vik Pandya at The Comedy Bar
Oct20
Music & Comedy

Late Nite Mic With Vik Pandya at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…

Monday, October 20th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Mr. Wolf
Oct20
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…

Monday, October 20th
7:30 p.m.9:30 p.m.
Adam Sandler: You’re My Best Friend Tour
Oct20
Music & Comedy

Adam Sandler: You’re My Best Friend Tour

Adam Sandler returns to Chicago! He is bringing his You’re My Best Friend Tour to United Center on October 20, 2025! Adam Sandler needs no…

Monday, October 20th
7:30 p.m.10:00 p.m.
United Center
1901 W Madison St.
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Oct20
Festivals, Fairs & Special Events, Tours & Attractions

Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks

Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…

Monday, October 20th
8:00 p.m.10:00 p.m.
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
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.
Ear Taxi Festival
Oct21
Festivals, Fairs & Special Events

Ear Taxi Festival

The Ear Taxi Festival 2025, themed “The Composer’s Voice,” is a landmark event showcasing contemporary concert music across Chicagoland from October 3 through November 2,…

Tuesday, October 21st
Division Street Farmers Market
Oct21
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Tuesday, October 21st
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Boo! at the Zoo
Oct21
Festivals, Fairs & Special Events

Boo! at the Zoo

Get ready for a fang-tastic time at BOO! at the Zoo, Brookfield Zoo Chicago’s family-friendly Halloween celebration. This event is packed with not-so-scary thrills, festive decorations,…

Tuesday, October 21st
10:00 a.m.5:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
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.

Tuesday Good Show
Oct21
Music & Comedy

Tuesday Good Show

Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…

Tuesday, October 21st
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Tate McRae – Miss Possessive Tour
Oct21
Music & Comedy

Tate McRae – Miss Possessive Tour

Tate McRae is bringing her Miss Possessive Tour, with Zara Larsson, to United Center on October 21, 2025! Singer, songwriter, and dancer triple threat Tate…

Tuesday, October 21st
7:00 p.m.11:00 p.m.
United Center
1901 W Madison St.
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