BOO! at the Zoo
Oct21
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,…

Wednesday, October 21st
10:00 a.m. – 6:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
INCREDIBLE INSECTS: Interactive Live Bug Exhibit
Oct21
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…

Wednesday, October 21st
10:00 a.m. – 6:00 p.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
Chicago Debate Showcase: The AI Question
Oct21
Festivals, Fairs & Special Events

Chicago Debate Showcase: The AI Question

Join SuperDebate for a public evening of live debate at The Ferris in the Loop. Audience members question the speakers and vote after each debate.…

Wednesday, October 21st
5:30 p.m. – 9:30 p.m.
The Ferris
1 W. Monroe Street
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
BOO! at the Zoo
Oct22
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,…

Thursday, October 22nd
10:00 a.m. – 6:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
INCREDIBLE INSECTS: Interactive Live Bug Exhibit
Oct22
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…

Thursday, October 22nd
10:00 a.m. – 6:00 p.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
Brass Tack’s Gold Coast Literary Club hosted by Ladies Who Lit
Oct22
Festivals, Fairs & Special Events

Brass Tack’s Gold Coast Literary Club hosted by Ladies Who Lit

Brass Tack’s Gold Coast Literary Club, hosted by Ladies Who Lit will bring readers together at the hotel’s signature restaurant for an ongoing monthly series…

Thursday, October 22nd
6:30 p.m. – 9:00 p.m.
Brass Tack
11 E. Walton
American Airlines Global Wine Dinner Series: It’s All Greek: Wines of the Islands & Beyond
Oct22
Festivals, Fairs & Special Events

American Airlines Global Wine Dinner Series: It’s All Greek: Wines of the Islands & Beyond

City Winery presents American Airlines Global Wine Dinner Series: It’s All Greek: Wines of the Islands & Beyond on Thursday, October 22nd at 6:30 PM.…

Thursday, October 22nd
6:30 p.m. – 9:30 p.m.
city winery chicago
1200 W. Randolph Street
62nd Chicago International Film Festival
Oct23
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.…

Friday, October 23rd
Multiple Locations
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.
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
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.
DETROIT ’67
Oct23
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

DETROIT ’67

Detroit ’67 A Play by Dominique Morisseau Directed by Aaron Reese Boseman Running  through November 1, 2026 ★★★★ “HIGHLY RECOMMENDED. THE CAST IS FIRE!” –Bonnie…

Friday, October 23rd
7:30 p.m. – 10:30 p.m.
eta Creative Arts Foundation
7558 S South Chicago Ave
62nd Chicago International Film Festival
Oct24
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.…

Saturday, October 24th
Multiple Locations
Fall Fest at Lincoln Park Zoo
Oct24
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…

Saturday, October 24th
8:00 a.m. – 5:00 p.m.
BOO! at the Zoo
Oct24
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,…

Saturday, October 24th
10:00 a.m. – 6:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
INCREDIBLE INSECTS: Interactive Live Bug Exhibit
Oct24
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…

Saturday, October 24th
10:00 a.m. – 6:00 p.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
Before Midnight – A Cinderella Tea Experience at The Ritz-Carlton, Chicago
Oct24
Festivals, Fairs & Special Events

Before Midnight – A Cinderella Tea Experience at The Ritz-Carlton, Chicago

The Ritz-Carlton Chicago invites families and fairytale lovers to step into a modern Cinderella story with “Before Midnight: A Cinderella Tea Experience,” an enchanting afternoon…

Saturday, October 24th
11:00 a.m. – 3:00 p.m.
The Ritz-Carlton, Chicago 160 E Pearson St 12th Floor Chicago, IL 60611
160 E Pearson St 12th Floor
Spooktacular: Lincoln Avenue
Oct24
Festivals, Fairs & Special Events

Spooktacular: Lincoln Avenue

Get ready for two days of trick-or-treating fun in Lincoln Park! Spooktacular returns with a weekend of Halloween festivities for the whole family. Dress up…

Saturday, October 24th
1:00 p.m. – 4:00 p.m.
Lincoln Avenue
Lincoln Avenue, between Wrightwood and Webster
Slightly Spooky October at Navy Pier
Oct24
Festivals, Fairs & Special Events

Slightly Spooky October at Navy Pier

Join us for free movies at Navy Pier in Crystal Gardens on Saturdays, October 17 and 24, plus trick-or-treating throughout the Pier on Halloween, October…

Saturday, October 24th
1:00 p.m. – 10:00 p.m.
Gompers Park Ghoulfest
Oct24
Festivals, Fairs & Special Events

Gompers Park Ghoulfest

Gompers Ghoulfest is back by popular demand for a second year! “Little” Gompers Park will transform into an enchanted fall landscape for the occasion. The…

Saturday, October 24th
2:00 p.m. – 5:00 p.m.
Gompers Park
5060 N. Pulaski Road
DETROIT ’67
Oct24
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

DETROIT ’67

Detroit ’67 A Play by Dominique Morisseau Directed by Aaron Reese Boseman Running  through November 1, 2026 ★★★★ “HIGHLY RECOMMENDED. THE CAST IS FIRE!” –Bonnie…

Saturday, October 24th
3:00 p.m. – 6:00 p.m.
eta Creative Arts Foundation
7558 S South Chicago Ave
The Haunted Museum
Oct24
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

The Haunted Museum

Do you dare enter the Haunted Museum? Guided demon hunts, spooky stories, creepy crafts, mummification demonstrations, and more! Dress up in your costume and experience…

Saturday, October 24th
4:00 p.m. – 7:00 p.m.
Institute for the Study of Ancient Cultures
1155 E. 58th Street