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Festivals, Fairs & Special Events
Chicago Pizza Pass
Say hello to the Choose Chicago Pizza Pass — your ticket to exploring the city’s iconic pizza scene one slice at a time. Choose Chicago…
Wednesday, August 6th
5:00 p.m. – Wednesday, December 31st
7:00 p.m.City wideFestivals, Fairs & Special Events
Chicago Gourmet
Guests, start your appetites! One of the nation’s top food festivals, Chicago Gourmet, powered by Invesco QQQ, is hitting the field this fall for the…
Thursday, September 25th
6:00 p.m. – Sunday, September 28th
3:00 p.m.Millennium Park
201 E Randolph StFestivals, Fairs & Special Events, Theatre & Performing Arts
Czech Heritage Week 2025
A vibrant celebration of Czech culture in Chicago! From September 20 to 28, 2025, a wide variety of Czech-themed events will take place across the…
Festivals, Fairs & Special Events
Great American Coin & Collectibles Show
The Great American Coin & Collectibles Show comes to the Chicago area for the first time, September 25-27, 2025, featuring a one-of-a-kind display of California…
Friday, September 26th
10:00 a.m. – 5:30 p.m.Donald E. Stephens Convention Center
5555 North River RoadFestivals, Fairs & Special Events
Chicago Vegan Farmers Market
A weekly farmers market featuring fresh produce, baked goods, vintage clothing and other items has kicked off in West Town — and its offerings are…
Friday, September 26th
4:00 p.m. – 8:00 p.m.Liberation Kitchen
2054 W Grand AveFestivals, 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…
Festivals, Fairs & Special Events
St. Helen Carnival
From September 25th-28th, Augusta Boulevard will be filled with rides, live music, and delicious food and drinks for this four-day event.
Friday, September 26th
5:00 p.m. – 10:00 p.m.2347 W Augusta Blvd, Chicago, IL 60622
2347 W Augusta BlvdFestivals, Fairs & Special Events
23rd Annual St. Alphonsus Oktoberfest Chicago
Put on your Dirndls and your Lederhosen and polka on down to St. Alphonsus Oktoberfest in Chicago. It will be held Friday, Sept. 26 through…
Friday, September 26th
5:00 p.m. – 10:00 p.m.1429 W. Wellington Ave in Chicago.
1429 W. Wellington AveFestivals, Fairs & Special Events, Museums, Galleries & Exhibitions
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, September 26th
6:00 p.m. – 8:00 p.m.Jackson Junge Gallery
1389 N Milwaukee AveFestivals, Fairs & Special Events
All You Can Eataly – Septemberfest
The event you know and love is back — and this year, All You Can Eataly SeptemberFest is bigger, bolder, and more delicious than ever. On Friday,…
Friday, September 26th
7:00 p.m. – 11:00 p.m.Eataly Chicago
43 East Ohio StreetFestivals, Fairs & Special Events, Theatre & Performing Arts
Czech Heritage Week 2025
A vibrant celebration of Czech culture in Chicago! From September 20 to 28, 2025, a wide variety of Czech-themed events will take place across the…
Festivals, Fairs & Special Events
Division Street Farmers Market
Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.
Saturday, September 27th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Festivals, Fairs & Special Events
Englewood Village Market
Grow Greater Englewood’s 6th Annual Englewood Village Market kicks off on Saturday, June 14th to connect residents with Black-owned businesses and activities rooted in Black…
Saturday, September 27th
9:00 a.m. – 2:00 p.m.Englewood Village Plaza
5800 S HalstedFestivals, Fairs & Special Events
Great American Coin & Collectibles Show
The Great American Coin & Collectibles Show comes to the Chicago area for the first time, September 25-27, 2025, featuring a one-of-a-kind display of California…
Saturday, September 27th
9:00 a.m. – 3:00 p.m.Donald E. Stephens Convention Center
5555 North River RoadFestivals, 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. FullertonFestivals, 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 AvenueFestivals, 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.Festivals, Fairs & Special Events, Music & Comedy
Hubbard Haus Oktoberfest
Hubbard Street turns Bavarian for one unforgettable day. Hubbard Haus Oktoberfest takes over River North with steins, street eats, and Chicago nightlife at full throttle.…
Saturday, September 27th
12:00 p.m. – 9:00 p.m.Hubbard Street between LaSalle & Clark
110 W Hubbard StFestivals, Fairs & Special Events
St. Helen Carnival
From September 25th-28th, Augusta Boulevard will be filled with rides, live music, and delicious food and drinks for this four-day event.
Saturday, September 27th
12:00 p.m. – 10:00 p.m.2347 W Augusta Blvd, Chicago, IL 60622
2347 W Augusta BlvdFestivals, Fairs & Special Events
23rd Annual St. Alphonsus Oktoberfest Chicago
Put on your Dirndls and your Lederhosen and polka on down to St. Alphonsus Oktoberfest in Chicago. It will be held Friday, Sept. 26 through…
Saturday, September 27th
12:00 p.m. – 10:00 p.m.1429 W. Wellington Ave in Chicago.
1429 W. Wellington AveFestivals, Fairs & Special Events
Oktoberfest at Time Out Market
Raise a stein and join us for the ultimate Oktoberfest celebration at Time Out Market Chicago! On Saturday, September 27th from 1–5pm, we’re bringing Bavarian…
Saturday, September 27th
1:00 p.m. – 5:00 p.m.Time Out Market Chicago
916 West Fulton MarketFestivals, 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.Festivals, Fairs & Special Events, Theatre & Performing Arts
Czech Heritage Week 2025
A vibrant celebration of Czech culture in Chicago! From September 20 to 28, 2025, a wide variety of Czech-themed events will take place across the…

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