Reality Detox: The Improv Experience
Oct31

Reality Detox: The Improv Experience

Reality Detox: The Improv Experience is a high-energy night of improvisation from The Second City, with a few sketch surprises mixed in along the way. Built…

Saturday, October 31st
9:30 p.m. – 11:00 p.m.
The Second City
1616 N. Wells St.
D.A.R.E Dropouts
Oct31
Music & Comedy

D.A.R.E Dropouts

The final bell just rang! You better get out of the classroom and get your ass to the iO Theater for After School Special brought to you…

Saturday, October 31st
9:30 p.m. – 11:00 p.m.
iO Theater
1501 N. Kingsbury St.
Knock, Knock You There?
Oct31
Music & Comedy, Theatre & Performing Arts

Knock, Knock You There?

Get ready for 90-minutes of sketch comedy that flips classic horror on its head. From slasher tropes and urban legends to AI nightmares and gothic…

Saturday, October 31st
9:30 p.m. – 11:00 p.m.
iO Theater
1501 N. Kingsbury St.
Chicago Comedy Hour
Oct31
Music & Comedy

Chicago Comedy Hour

The Chicago Comedy hour is a comedy variety show featuring sketch comedy, improv comedy and stand up comedy from some of the best up and…

Saturday, October 31st
10:00 p.m. – 11:00 p.m.
Judy’s Beat Lounge at The Second City
230 W North Ave
The 11pm Show
Oct31
Nov1
Music & Comedy

The 11pm Show

Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…

Saturday, October 31st
11:00 p.m. – Sunday, November 1st
12:00 a.m.
iO Theater
1501 N. Kingsbury St.
Harolds After Dark
Oct31
Nov1
Music & Comedy

Harolds After Dark

Come watch new teams perform iO’s signature form, The Harold!

Saturday, October 31st
11:00 p.m. – Sunday, November 1st
12:00 a.m.
iO Theater
1501 N. Kingsbury St.
Theater of the Mind
Nov1

Theater of the Mind

Now Extended Multiple experiences per day at the Reid Murdoch Building, 333 N LaSalle Visit TheateroftheMindChicago.com for dates, times, and tickets Created by David Byrne…

Sunday, November 1st
Reid Murdoch Building – 333 N LaSalle
333 N LaSalle
We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago
Nov1

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

The new public art exhibit We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago celebrates the 250th anniversary of the Declaration…

Sunday, November 1st
Greektown Chicago
300 S. Halsted
Chicago By Night River & Lake
Nov1
Tours & Attractions

Chicago By Night River & Lake

Glide along the Chicago River and Lakefront as you’re dazzled by the sparkle of the city at night. Hear lively commentary as you feel the…

Sunday, November 1st
Chicago’s First Lady Cruises
112 E Wacker Drive
Creepy Cruise
Nov1
Tours & Attractions

Creepy Cruise

From strange sightings to eerie haunts, mobsters and more, our latest nighttime tour takes you into Chicago’s shadowy past. Cruise along the Chicago River as…

Sunday, November 1st
Chicago’s First Lady Cruises
112 E Wacker Drive
Fright at the Field
Nov1
Museums, Galleries & Exhibitions

Fright at the Field

Spooky season has arrived at the Field Museum! Join us for Fright at the Field, a Halloween experience featuring the return of Underground MISAdventure, and…

Sunday, November 1st
The Field Museum
1400 S Lake Shore Dr,
America@250 – Now is the Time: Artists Go to Work
Nov1
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Theatre & Performing Arts

America@250 – Now is the Time: Artists Go to Work

On July 4, 2026, America turned 250 years old. To reckon with the 250th anniversary of the Declaration of Independence is to reckon with freedom…

Sunday, November 1st
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Fall Fest at Lincoln Park Zoo
Nov1
Festivals, Fairs & Special Events

Fall Fest at Lincoln Park Zoo

Chicago’s favorite free and family-friendly festival is back at Lincoln Park Zoo for another season of harvest-time fun! From September through October, stop by the…

Sunday, November 1st
8:00 a.m. – 5:00 p.m.
“Pulitzer on the Road: Prize-Winning Works That Inform, Empower & Inspire”
Nov1
Museums, Galleries & Exhibitions, Tours & Attractions

“Pulitzer on the Road: Prize-Winning Works That Inform, Empower & Inspire”

The Pulitzer Prizes and American Library Association are bringing Pulitzer on the Road to the Harold Washington Library Center this fall. Opening October 14, the…

Sunday, November 1st
8:00 a.m. – 5:00 p.m.
Harold Washington Library Center
400 S. State Street
Created Equal: The Premises and Promises of the Declaration of Independence
Nov1
Museums, Galleries & Exhibitions

Created Equal: The Premises and Promises of the Declaration of Independence

The Declaration of Independence grounded the revolutionary right of a people to overthrow a government in the philosophical premise that “all men are created equal.”…

Sunday, November 1st
9:00 a.m. – 4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
Carmela Full of Wishes
Nov1
Theatre & Performing Arts

Carmela Full of Wishes

It’s Carmela’s birthday, and her wish has already come true–she’s finally old enough to join her big brother as he does the family errands. On…

Sunday, November 1st
9:30 a.m. – 10:30 a.m.
Chicago Children’s Theatre
100 S Racine Ave
Harvest Fest
Nov1
Festivals, Fairs & Special Events

Harvest Fest

Join Aville Grows for our first-ever Harvest Fest! Bring your friends, family, and neighbors for a morning of fall fun, festive treats, and community connection.…

Sunday, November 1st
10:00 a.m. – 1:00 p.m.
Aville Grows Community Gardens
5339 N Ashland Ave
Moving Identities: 16 Voices of Belonging
Nov1
Museums, Galleries & Exhibitions

Moving Identities: 16 Voices of Belonging

Moving Identities: 16 Voices of Belonging gives voice to communities whose stories are too often left out of public conversation. Featuring 16 works across painting,…

Sunday, November 1st
10:00 a.m. – 4:45 p.m.
Chicago Cultural Center – Claudia Cassidy Theater
78 E Washington Street
American Prophets: Writers, Religion, and Culture
Nov1
Museums, Galleries & Exhibitions

American Prophets: Writers, Religion, and Culture

American Prophets journeys through the pages of American history to explore the influence of religion and spirituality on writers and culture, with interactive displays incorporating…

Sunday, November 1st
10:00 a.m. – 5:00 p.m.
American Writers Museum
180 N. Michigan Ave.
Tangible Sound: Arrival to a Higher Ground
Nov1

Tangible Sound: Arrival to a Higher Ground

Imagine walking inside the thunderous sound of a taiko drum or feeling enveloped by the sinuous sounds of a saxophone, cello, or bass. What if…

Sunday, November 1st
10:00 a.m. – 5:00 p.m.
Chicago Cultural Center
78 E Washington St
Castle
Nov1

Castle

Don your armor, pull out your spellbooks, and straighten your crown; Castle, presented by Shriners Children’s, is coming back to Chicago Children’s Museum. In this…

Sunday, November 1st
10:00 a.m. – 5:00 p.m.
Chicago Children’s Museum
700 E. Grand Ave.
Flyway City: Architecture for a Flourishing Ecosystem
Nov1

Flyway City: Architecture for a Flourishing Ecosystem

Flyway City: Architecture for a Flourishing Ecosystem, designed and co-curated by architecture and urban design practice Studio Gang in collaboration with the Chicago Architecture Center,…

Sunday, November 1st
10:00 a.m. – 5:00 p.m.
Chicago Architecture Center
111 E. Wacker Dr.
Museum of Becoming: First-Look Beta
Nov1
Festivals, Fairs & Special Events, Theatre & Performing Arts

Museum of Becoming: First-Look Beta

Museum of Becoming is inviting a small group of Chicagoans to experience the first beta of a new immersive group arts experience at Wirtz Center…

Sunday, November 1st
10:15 a.m. – 1:00 p.m.
Virginia Wadsworth Wirtz Center for the Performing and Media Arts in Chicago (Wirtz Center Chicago)
710 N Lake Shore Dr.
IMAGINE U: Grace and the Butterfly Effect
Nov1
Theatre & Performing Arts

IMAGINE U: Grace and the Butterfly Effect

In this foot-stomping new musical, Grace accidentally knocks down the fence between her dad’s well-manicured backyard and Mr. Hertz’s wildflower garden, where she discovers three…

Sunday, November 1st
11:00 a.m. – 12:00 p.m.
Northwestern University – Ethel M. Barber Theater
30 Arts Circle Drive