Pandemonium, Please Hold
Oct21

Pandemonium, Please Hold

The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…

Wednesday, October 21st
8:00 p.m. – 9:30 p.m.
The Second City
1616 N. Wells St.
The Orbit
Oct21

The Orbit

The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold…

Wednesday, October 21st
9:00 p.m. – 10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Hooch & Holler Comedy Show
Oct21

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 21st
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Fizz Show
Oct21

The Fizz Show

Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…

Wednesday, October 21st
10:00 p.m. – 11:00 p.m.
iO Theater
1501 N. Kingsbury St.
The Fizz Show
Oct21
Music & Comedy

The Fizz Show

Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…

Wednesday, October 21st
10:00 p.m. – 11:00 p.m.
iO Theater
1501 N. Kingsbury St.
The 11pm Show
Oct21
Oct22
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…

Wednesday, October 21st
11:00 p.m. – Thursday, October 22nd
12:00 a.m.
iO Theater
1501 N. Kingsbury St.
62nd Chicago International Film Festival
Oct22
Festivals, Fairs & Special Events

62nd Chicago International Film Festival

As the longest-running competitive film festival in North America, The Chicago International Film Festival brings more than 150 films from around the world to Chicago.…

Thursday, October 22nd
Multiple Locations
Dinos!
Oct22

Dinos!

Starting May 22, Dinos! are taking over Brookfield Zoo Chicago. Come face-to-face with life-size dinosaurs throughout the Zoo. Journey through a massive rib-cage tunnel, climb…

Thursday, October 22nd
Brookfield Zoo Chicago
3300 Golf Rd
Theater of the Mind
Oct22

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…

Thursday, October 22nd
Reid Murdoch Building – 333 N LaSalle
333 N LaSalle
NoMI Gallery | Everything is Bright. All Things are Beautiful.
Oct22

NoMI Gallery | Everything is Bright. All Things are Beautiful.

NoMI Gallery Presents: 萬物生輝 Everything is Bright. All Things are Beautiful. NoMI is proud to present a curated exhibition by contemporary artist Dwight Hwang, whose…

Thursday, October 22nd
NoMI
800 N. Michigan Ave
We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago
Oct22

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…

Thursday, October 22nd
Greektown Chicago
300 S. Halsted
Best of Chicago Comedy – Chicago
Oct22
Music & Comedy

Best of Chicago Comedy – Chicago

Get ready for a night filled with laughter and unforgettable moments at the “Best of Chicago Comedy – Chicago” show! Join us at The Foundation…

Thursday, October 22nd
The Foundation Room at House Of Blues – Chicago
329 N Dearborn St, Chicago,
Chicago By Night River & Lake
Oct22
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…

Thursday, October 22nd
Chicago’s First Lady Cruises
112 E Wacker Drive
Creepy Cruise
Oct22
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…

Thursday, October 22nd
Chicago’s First Lady Cruises
112 E Wacker Drive
Fright at the Field
Oct22
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…

Thursday, October 22nd
The Field Museum
1400 S Lake Shore Dr,
America@250 – Now is the Time: Artists Go to Work
Oct22
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…

Thursday, October 22nd
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Daley Plaza Farmers Market
Oct22

Daley Plaza Farmers Market

Chicago Farmers Markets sell fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds – at Chicago’s longest running farmers market on Daley…

Thursday, October 22nd
7:00 a.m. – 2:00 p.m.
Daley Civic Center
50 W. Washington St.
“Pulitzer on the Road: Prize-Winning Works That Inform, Empower & Inspire”
Oct22
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…

Thursday, October 22nd
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
Oct22
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.”…

Thursday, October 22nd
9:00 a.m. – 4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
Moving Identities: 16 Voices of Belonging
Oct22
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,…

Thursday, October 22nd
10:00 a.m. – 4:45 p.m.
Chicago Cultural Center – Claudia Cassidy Theater
78 E Washington Street
Homeschool Days at PEPPA PIG World of Play Chicago
Oct22

Homeschool Days at PEPPA PIG World of Play Chicago

Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…

Thursday, October 22nd
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
American Prophets: Writers, Religion, and Culture
Oct22
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…

Thursday, October 22nd
10:00 a.m. – 5:00 p.m.
American Writers Museum
180 N. Michigan Ave.
Tangible Sound: Arrival to a Higher Ground
Oct22

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…

Thursday, October 22nd
10:00 a.m. – 5:00 p.m.
Chicago Cultural Center
78 E Washington St
Castle
Oct22

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…

Thursday, October 22nd
10:00 a.m. – 5:00 p.m.
Chicago Children’s Museum
700 E. Grand Ave.