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10/02/2026 - 10/04/2026

05:00 pm - 08:00 pm

Free neighborhood art walk returns Oct 2–4, 2026, with galleries, shops, pedicabs, buskers, and self-guided public-art tours in Chicago’s West Town.

WEST TOWN ART WALK 2019
West Town neighborhood (Chicago Ave / Ashland corridor)
Chicago Ave / Ashland corridor Chicago, Illinois
United States

09/26/2026 - 12/13/2026

Randolph Street Market’s remaining 2026 dates are September 26–27, November 14–15, and December 12–13, with the next market on September 26.

Randolph Street Market Festival
1341 W Randolph Street and 1340 W Washington, West Loop
1341 W Randolph Street and 1340 W Washington Chicago, Illinois 60607
United States

06/08/2018 - 06/10/2018

Chicago’s favorite food and music festival turns the big 2-0 in 2018. Ribfest Chicago ignites summer with the best bands and hottest barbecue, and fans won’t believe the surprises in store for them this June.

Ribfest Chicago
Lincoln/Damen/Irving Park
Irving Park Chicago, Illinois
United States

02/07/2027 - 02/09/2027

Chicago Collective — men’s apparel trade show.

Chicago Collective
Merchandise Mart
222 Merchandise Mart Plaza Chicago, Illinois 60654
United States

02/13/2027 - 02/22/2027

Chicago Auto Show — major annual auto exhibition in Chicago.

Chicago Auto Show
McCormick Place
Lake Shore Drive Chicago, Illinois 60616
United States

03/14/2027 - 03/16/2027

National Bridal Market Chicago brings bridal and special-occasion designers together with retail buyers at The Mart Chicago. The market features designer collections, networking, education, and special events for the bridal industry.

National Bridal Market
The Mart Chicago
222 W Merchandise Mart Plaza Chicago, Illinois 60654
United States

02/27/2027

Black-tie American Cancer Society gala in Chicago. Discovery Ball 2027 is Saturday, February 27 at the Sheraton Grand Chicago Riverwalk, raising funds to end cancer.

Discovery Ball
Sheraton Grand Chicago Riverwalk
301 E North Water St Chicago, Illinois 60611
United States

11/01/2018 - 11/04/2018

The Sculpture Objects Functional Art and Design (SOFA) Fair in Chicago is the premier gallery-presented art fair dedicated to three-dimensional art and design.

SOFA Sculpture Objects Functional Art And Design
Navy Pier
600 E Grand Ave Chicago, Illinois 60611
United States

08/19/2017 - 08/20/2017

The Chicago Air and Water Show presented by Shell Oil Products U.S. and the City of Chicago is the largest FREE show of its kind in the United States. The show can be viewed along the lakefront from Fullerton to Oak Street on North Avenue Beach.

Chicago Air & Water Show
North Ave. Beach
Chicago, Illinois
United States

06/03/2015 - 06/05/2015

The Concours d’Elegance of Chicago is an invitational exhibition of the world’s finest vehicles from the last 130 years. During the weekend-long event, nearly 200 classic vehicles, many worth millions of dollars, are judged for awards.

Concours d'Elegance of Chicago
Northerly Island
Chicago, Illinois
United States
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