The Rogers Park neighborhood will host the highly anticipated Glenwood Avenue Arts Fest on August 14-16, 2026. Chicago's most diverse community will showcase free live music, art, creative performances, food and crafts by an eclectic array of artists ...
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Chicago on the Cheap

Glenwood Avenue Arts Fest

The Rogers Park neighborhood will host the highly anticipated Glenwood Avenue Arts Fest on August 14-16, 2026.  Chicago’s most diverse community will showcase free live music, art,  creative performances, food and crafts by an eclectic array of artists and artisans. Over 120 artists, 30 dance and music acts and live art demonstrations will be featured […]

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Jazz ‘N on The Steps

Take in the smooth rhythms of jazz during Summer evenings at the Jazz’ N on the Steps free event on July 26,  August 28 and September 27, 2026, at St. Moses the Black Parish.   Hosted by the Southside Jazz Coalition, this popular community concert features well-known jazz vocalists and musicians performing on the steps of […]

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Free and cheap things to do this weekend in Chicago

Looking for something fun to do this weekend in Chicago? There are tons of free and cheap events in the city. Here’s our list of the top free events, discounts, and deals to have fun around town on your Friday, Saturday, and Sunday. There are many diverse events, so choose your favorite.  Some events may […]

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Bud Billiken Parade

Head to Chicago’s Bronzeville neighborhood to witness the second-largest parade in the U.S. after the Rose Bowl; the historic Bud Billiken Parade celebrates 97 years of African American music, pageantry and community on August 8, 2026. Filled with over 200 elaborate marching bands, drill teams, acrobats, dance groups and floats promenaded for two miles down […]

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Chicago House Music Festival and Conference

  As the birthplace of house music, Chicago always celebrates and honors this influential art form. The Chicago House Music Festival and Conference will bring the music, history and culture of house music into focus on August 27-30, 2026. The four days of free events will feature live performances by house music stars as well […]

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