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Festivals, Fairs & Special Events
Aladerri International Film Festival
Aladerri International Film Festival (AIFF) is dedicated to the celebration of ‘Short Films’ a multi-day event in Chicago supporting filmmakers and giving them an opportunity…
Saturday, September 27th
10:00 a.m. – 10:00 p.m.Facets Cinema
1517 W. FullertonTours & Attractions
The World Within: Chicago’s Original & Best Architecture Interiors Tour
“Everything has beauty, but not everyone sees it.” (Confucius) Everyone does a boat tour when they visit Chicago. But as fun as that is, it’s…
Festivals, Fairs & Special Events
We’re Better Together Public Safety Community Fair
This exciting community fair brings together public safety professionals, city agencies, and neighbors to connect, learn about safety resources, experience hands-on demonstrations, engage in kid-friendly…
Saturday, September 27th
11:00 a.m. – 4:00 p.m.City of Chicago Public Safety Headquarters
3510 S. Michigan AvenueChicago Greeter InstaGreeter Walks of the Riverwalk
Explore the Chicago Riverwalk with our knowledgeable volunteers! InstaGreeter walks take you on a free hour-long guided walk of the Riverwalk, without the need to…
Chicago Greeter InstaGreeter Walks of the Loop
InstaGreeter Downtown walks Looking for a quick and easy way to see downtown Chicago’s top sights? Let InstaGreeter take you on a free hour-long guided…
Saturday, September 27th
11:30 a.m. – 1:00 p.m.Meet at Chicago Cultural Center – Welcome Desk – Randolph St. EntranceFestivals, Fairs & Special Events
Musika SamaSama Filipino Festival 2025
Chicago’s only Filipino Cultural Festival presented by Chicago Park District Date and time Saturday, September 27 · 12 – 4pm CDT Location Field…
Saturday, September 27th
12:00 p.m. – 4:00 p.m.Field (Eugene) Park
5100 N. Ridgeway Ave.Tours & Attractions
Seadog Architecture Tour on the Chicago River
Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…
Saturday, September 27th
12:30 p.m. – 1:30 p.m.City Cruises – River Esplanade
455 N Cityfront Plaza DrTours & Attractions
Chicago Skyline Sail – Escape the City Hustle
Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…
Saturday, September 27th
1:00 p.m. – 2:15 p.m.Tall Ship Windy
600 East Grand Avenue Navy PierTours & Attractions
The World Within: Chicago’s Original & Best Architecture Interiors Tour
“Everything has beauty, but not everyone sees it.” (Confucius) Everyone does a boat tour when they visit Chicago. But as fun as that is, it’s…
Saturday, September 27th
1:00 p.m. – 3:00 p.m.Chicago Loop & River NorthTours & Attractions
EXP Presents Horizon of Khufu
Be among the first to experience EXP Rosemont, a brand-new 26,000-square-foot immersive destination blending art, science and technology through rotating world-class experiences. Opening its doors…
Saturday, September 27th
1:20 p.m. – 4:00 p.m.Wrigley Field
1060 West Addison StreetTheatre & Performing Arts
Big White Fog
Theodore Ward’s Big White Fog is the big shoulders on which A Raisin in the Sun stands. First completed in 1938, funded by the Federal Theatre Project, and influenced…
Saturday, September 27th
2:00 p.m. – 4:00 p.m.Court Theatre
5535 S. Ellis, Chicago, IL, 60637Tours & Attractions
Chicago Skyline Sail – Escape the City Hustle
Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…
Saturday, September 27th
3:00 p.m. – 4:15 p.m.Tall Ship Windy
600 East Grand Avenue Navy PierFestivals, Fairs & Special Events, Theatre & Performing Arts
FashionBar The Shows: October 2025 – Designer Reveal
The opening event of FashionBar The Shows: October 2025, the Designer Reveal introduces all participating designers for the season. Each designer will present 1–2 looks,…
Saturday, September 27th
3:00 p.m. – 6:00 p.m.Water Tower Place
835 N Michigan AveFestivals, Fairs & Special Events
Goose Island 312 Block Party
We’re BACK. Chicago’s favorite end-of-summer festival – the 312 Block Party – returns on Saturday, September 27th at the Goose Island Taproom, with performances by…
Saturday, September 27th
3:00 p.m. – 10:00 p.m.Goose Island Taproom
1800 W. Fulton St.Tours & Attractions
90 Minute Architecture River Tour in Chicago
Experience Chicago’s Best 90-Min Architecture Boat Tour starting May 3, 2025! Led by expert tour guides, this is perfect for all ages. Explore the city’s…
Saturday, September 27th
5:00 p.m. – 7:00 p.m.Summer Of George
900 South Wells StreetMusic & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
Saturday, September 27th
6:00 p.m. – 7:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy
The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL
The Dinner Detective is an interactive true crime mystery show set in the present day and based on real cold cases. Feast on a fantastic…
Saturday, September 27th
6:00 p.m. – 9:00 p.m.Courtyard by Marriott Chicago Downtown Magnificent Mile
165 E Ontario StMusic & Comedy, Theatre & Performing Arts
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…
Saturday, September 27th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Theatre & Performing Arts
The Princess Bride – An Inconceivable Evening with Cary Elwes
“The Princess Bride: An Inconceivable Evening with Cary Elwes” is a stage event where Cary Elwes, who played Westley in the film, shares behind-the-scenes stories…
Saturday, September 27th
7:00 p.m. – 9:00 p.m.Auditorium Theatre
50 East Ida B. Wells DriveMusic & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Saturday, September 27th
7:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphSaturday, September 27th
7:00 p.m. – 10:00 p.m.Credit Union 1 Amphitheatre
19100 Ridgeland AveMusic & Comedy, Theatre & Performing Arts
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…
Saturday, September 27th
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St.Music & Comedy, Theatre & Performing Arts
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…
Saturday, September 27th
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St., Theater on the Second Floor

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