Comedy Hour at Annoyance Theatre
Oct23
Oct24

Comedy Hour at Annoyance Theatre

Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…

Friday, October 23rd
12:00 a.m. – Saturday, October 24th
1:00 a.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Fall Fest at Lincoln Park Zoo
Oct23
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…

Friday, October 23rd
8:00 a.m. – 5:00 p.m.
“Pulitzer on the Road: Prize-Winning Works That Inform, Empower & Inspire”
Oct23
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…

Friday, October 23rd
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
Oct23
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.”…

Friday, October 23rd
9:00 a.m. – 4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
Open Your Eyes: Chicago’s Underground Pedway & Other Secrets of the Loop Walking Tour
Oct23

Open Your Eyes: Chicago’s Underground Pedway & Other Secrets of the Loop Walking Tour

“Open Your Eyes: Chicago’s Underground Pedway & Other Secrets of the Loop” is a 2‑hour, mostly indoor walking tour that uncovers Chicago’s hidden underground passages…

Friday, October 23rd
10:00 a.m. – 12:00 p.m.
Inside Chicago Walking Tours
Starting location given upon ticket purchase
Homeschool Days at PEPPA PIG World of Play Chicago
Oct23

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…

Friday, October 23rd
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
American Prophets: Writers, Religion, and Culture
Oct23
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…

Friday, October 23rd
10:00 a.m. – 5:00 p.m.
American Writers Museum
180 N. Michigan Ave.
Tangible Sound: Arrival to a Higher Ground
Oct23

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…

Friday, October 23rd
10:00 a.m. – 5:00 p.m.
Chicago Cultural Center
78 E Washington St
Castle
Oct23

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…

Friday, October 23rd
10:00 a.m. – 5:00 p.m.
Chicago Children’s Museum
700 E. Grand Ave.
Flyway City: Architecture for a Flourishing Ecosystem
Oct23

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,…

Friday, October 23rd
10:00 a.m. – 5:00 p.m.
Chicago Architecture Center
111 E. Wacker Dr.
Mini Zoom Room
Oct23
Museums, Galleries & Exhibitions

Mini Zoom Room

A mini version of the beloved Zoom Room exhibit will be set up in the museum’s Great Hall for a limited time. On display and ready…

Friday, October 23rd
10:00 a.m. – 5:00 p.m.
Chicago Children’s Museum
700 E. Grand Ave.
BOO! at the Zoo
Oct23
Festivals, Fairs & Special Events

BOO! at the Zoo

Get ready for a boo-tiful day of Halloween fun at BOO! at the Zoo, Brookfield Zoo Chicago’s family-friendly fall tradition! Enjoy festive décor, not-so-scary surprises,…

Friday, October 23rd
10:00 a.m. – 6:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
INCREDIBLE INSECTS: Interactive Live Bug Exhibit
Oct23
Festivals, Fairs & Special Events

INCREDIBLE INSECTS: Interactive Live Bug Exhibit

This Halloween season, join us for the third year of Incredible Insects at The Butterfly House at Navy Pier: an interactive exhibit featuring wacky and…

Friday, October 23rd
10:00 a.m. – 6:00 p.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
Pigmented: Chicago to the World, A Black Fine Art Convening
Oct23
Museums, Galleries & Exhibitions

Pigmented: Chicago to the World, A Black Fine Art Convening

Pigmented: Chicago to the World is a national convening that celebrates Chicago’s unparalleled influence on Black visual art, design, sculpture, architecture, fabrication, scholarship, and cultural leadership. Presented…

Friday, October 23rd
11:00 a.m. – 5:00 p.m.
Logan Center for the Arts
915 E 60th St,
Emma Stebbins: Carving out History at Driehaus Museum
Oct23
Museums, Galleries & Exhibitions

Emma Stebbins: Carving out History at Driehaus Museum

Emma Stebbins: Carving Out History examines the full scope of Stebbins’s history‑making career as one of the most significant American sculptors of the nineteenth century. From…

Friday, October 23rd
11:00 a.m. – 5:00 p.m.
Driehaus Museum
40 E Erie St
Serial Killer: The Exhibition
Oct23
Museums, Galleries & Exhibitions, Tours & Attractions

Serial Killer: The Exhibition

Serial Killer: The Exhibition makes its Chicago debut on September 5, 2026, at Cinespace Film Studios Chicago, bringing the world’s largest private collection of authentic serial killer artifacts to…

Friday, October 23rd
11:00 a.m. – 7:00 p.m.
Cinespace
1501 S Rockwell St
Chicago Greeter – Loop InstaGreeter
Oct23

Chicago Greeter – Loop InstaGreeter

If you’re looking for a fast, flexible Greeter experience, check out our InstaGreeter walks. These hour-long guided walks are a fun and informal way to…

Friday, October 23rd
1:30 p.m. – 3:00 p.m.
Chicago Cultural Center
78 E Washington St
City Cruises Chicago Seadog Haunted River Tour
Oct23
Tours & Attractions

City Cruises Chicago Seadog Haunted River Tour

As Halloween season arrives, the Seadog Haunted River Tour returns to the Chicago River, offering guests a hauntingly fun journey through the city’s storied past.…

Friday, October 23rd
3:00 p.m. – 7:00 p.m.
City Cruises Chicago – Navy Pier
600 E Grand Ave
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
Oct23

Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour

“Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime” is a 2-hour afternoon/evening walking tour that uncovers Chicago’s shadowy past through chilling tales…

Friday, October 23rd
4:00 p.m. – 6:00 p.m.
Inside Chicago Walking Tours
Starting location given upon ticket purchase
Wicker Park Bucktown’s “First Fridays” Art Walk
Oct23

Wicker Park Bucktown’s “First Fridays” Art Walk

The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…

Friday, October 23rd
6:00 p.m. – 8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
Cutting and Pasting a World: The Paper Craft of Henry Darger
Oct23

Cutting and Pasting a World: The Paper Craft of Henry Darger

Intuit Art Museum (IAM), recognized worldwide as one of the few institutions dedicated solely to championing the work of self-taught artists, marks the 250th anniversary…

Friday, October 23rd
6:00 p.m. – 8:00 p.m.
Intuit Art Museum
756 N Milwaukee Ave
Pandemonium, Please Hold
Oct23
Music & Comedy, Theatre & Performing Arts

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…

Friday, October 23rd
6:30 p.m. – 8:00 p.m.
The Second City
1616 N. Wells St.
Zoo Brews: Howls and Growls
Oct23
Festivals, Fairs & Special Events

Zoo Brews: Howls and Growls

Come for the brews, stay for the boos! Zoo Brews: Howls and Growls is an adults-only Halloween party at Lincoln Park Zoo that lets you…

Friday, October 23rd
6:30 p.m. – 10:00 p.m.
The Infinite Wrench
Oct23

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…

Friday, October 23rd
7:00 p.m. – 8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.