Chicago on the Cheap Deals, discounts and free events in Chicago Mon, 03 Aug 2026 01:28:11 +0000 en-US hourly 1 45470443 https://chicagoonthecheap.com/chicago-rubber-ducky-derby/ Chicago Rubber Ducky Derby https://feeds.feedblitz.com/~/922407665/0/chicagoonthecheap~Chicago-Rubber-Ducky-Derby/ https://feeds.feedblitz.com/~/922407665/0/chicagoonthecheap~Chicago-Rubber-Ducky-Derby/#respond Mon, 03 Aug 2026 05:04:42 +0000 http://chicagoonthecheap.com/?p=116750 Relive the childhood joy of floating rubber ducks and watch 60,000 rubber ducks get dumped into and race down the Chicago River during the annual Chicago Ducky Derby on August 6, 2026,  at the Columbus Drive Bridge. The festivities include entertainment for the entire family, featuring face painting, games, and appearances by several sports mascots.  […]

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]]> https://feeds.feedblitz.com/~/922407665/0/chicagoonthecheap~Chicago-Rubber-Ducky-Derby/feed/ 0 116750Relive the childhood joy of floating rubber ducks and watch 60,000 rubber ducks get dumped into and race down the Chicago River during the annual Chicago Ducky Derby on August 6, 2026,  at the Columbus Drive Bridge. The festivities include entertainment for the entire family, featuring face painting, games, and appearances by several sports mascots.  […]

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]]> https://chicagoonthecheap.com/little-italy-festa-2/ Little Italy Festa https://feeds.feedblitz.com/~/901995827/0/chicagoonthecheap~Little-Italy-Festa/ Fri, 31 Jul 2026 05:15:31 +0000 http://chicagoonthecheap.com/?p=110602 Celebrate Italian history and heritage in the historic Little Italy neighborhood at the annual Taylor Street Little Italy Festa on August 13-16, 2026. Savor the flavors, sounds and traditions of Italy at this beloved festival. Discover the vibrant essence of Italian culture while enjoying traditional food, music and traditions. Dance and sing along to live entertainment […]

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]]> 110602Celebrate Italian history and heritage in the historic Little Italy neighborhood at the annual Taylor Street Little Italy Festa on August 13-16, 2026. Savor the flavors, sounds and traditions of Italy at this beloved festival. Discover the vibrant essence of Italian culture while enjoying traditional food, music and traditions. Dance and sing along to live entertainment […]

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]]> https://chicagoonthecheap.com/free-and-cheap-things-to-do-this-weekend-in-chicago/ Free and cheap things to do this weekend in Chicago https://feeds.feedblitz.com/~/695525858/0/chicagoonthecheap~Free-and-cheap-things-to-do-this-weekend-in-Chicago/ https://feeds.feedblitz.com/~/695525858/0/chicagoonthecheap~Free-and-cheap-things-to-do-this-weekend-in-Chicago/#comments Fri, 31 Jul 2026 05:11:47 +0000 https://chicagoonthecheap.com/?p=199918 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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]]> https://feeds.feedblitz.com/~/695525858/0/chicagoonthecheap~Free-and-cheap-things-to-do-this-weekend-in-Chicago/feed/ 4 199918Looking 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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]]> https://chicagoonthecheap.com/west-loop-art-fest/ West Loop Art Fest https://feeds.feedblitz.com/~/458397194/0/chicagoonthecheap~West-Loop-Art-Fest/ Thu, 30 Jul 2026 05:03:00 +0000 http://chicagoonthecheap.com/?p=110481 Stroll into the trendy West Loop neighborhood for five blocks of eye-catching art for the sixth annual West Loop  Music & Art Fest on August 22-23, 2026.  The free event supplies a full weekend of fun in the Fulton Market district.  Browse through art displays from over 100 artists representing a range of mediums, including […]

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]]> 110481Stroll into the trendy West Loop neighborhood for five blocks of eye-catching art for the sixth annual West Loop  Music & Art Fest on August 22-23, 2026.  The free event supplies a full weekend of fun in the Fulton Market district.  Browse through art displays from over 100 artists representing a range of mediums, including […]

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]]> https://chicagoonthecheap.com/chalk-howard-street/ Chalk Howard Street https://feeds.feedblitz.com/~/707689538/0/chicagoonthecheap~Chalk-Howard-Street/ https://feeds.feedblitz.com/~/707689538/0/chicagoonthecheap~Chalk-Howard-Street/#respond Wed, 29 Jul 2026 05:02:26 +0000 https://chicagoonthecheap.com/?p=194526 The fun and creativity of chalk art will transform Rogers Park’s Howard Street during the annual  Chalk Howard Street on August 22, 2026.  This free event hosts internationally renowned 2D and 3D artists from around the country Chalk Street Howard is Chicago’s only chalk fest and it returns live in and in person in Rogers Park. […]

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]]> https://feeds.feedblitz.com/~/707689538/0/chicagoonthecheap~Chalk-Howard-Street/feed/ 0 194526The fun and creativity of chalk art will transform Rogers Park’s Howard Street during the annual  Chalk Howard Street on August 22, 2026.  This free event hosts internationally renowned 2D and 3D artists from around the country Chalk Street Howard is Chicago’s only chalk fest and it returns live in and in person in Rogers Park. […]

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]]> https://chicagoonthecheap.com/taste-of-greektown/ Taste of Greektown https://feeds.feedblitz.com/~/440897232/0/chicagoonthecheap~Taste-of-Greektown/ Tue, 28 Jul 2026 05:02:58 +0000 http://chicagoonthecheap.com/?p=109558 Chicago’s largest celebration of Hellenic culture returns for the 36th annual Taste of Greektown on August 28–30, 2026.  Head to the historic Greektown neighborhood to savor Greek food, music and warm hospitality. The hallmark of Taste of Greektown is sampling dishes from the community’s famous restaurants, which introduced Saganaki (flaming cheese) and gyros to the […]

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]]> 109558Chicago’s largest celebration of Hellenic culture returns for the 36th annual Taste of Greektown on August 28–30, 2026.  Head to the historic Greektown neighborhood to savor Greek food, music and warm hospitality. The hallmark of Taste of Greektown is sampling dishes from the community’s famous restaurants, which introduced Saganaki (flaming cheese) and gyros to the […]

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]]> https://chicagoonthecheap.com/glenwood-avenue-arts-fest/ Glenwood Avenue Arts Fest https://feeds.feedblitz.com/~/433613618/0/chicagoonthecheap~Glenwood-Avenue-Arts-Fest/ https://feeds.feedblitz.com/~/433613618/0/chicagoonthecheap~Glenwood-Avenue-Arts-Fest/#respond Mon, 27 Jul 2026 05:30:58 +0000 http://chicagoonthecheap.com/?p=146228 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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]]> https://feeds.feedblitz.com/~/433613618/0/chicagoonthecheap~Glenwood-Avenue-Arts-Fest/feed/ 0 146228The 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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]]> https://chicagoonthecheap.com/jazz-n-on-the-steps/ Jazz ‘N on The Steps https://feeds.feedblitz.com/~/703457242/0/chicagoonthecheap~Jazz-N-on-The-Steps/ https://feeds.feedblitz.com/~/703457242/0/chicagoonthecheap~Jazz-N-on-The-Steps/#respond Fri, 24 Jul 2026 05:15:41 +0000 https://chicagoonthecheap.com/?p=200452 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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]]> https://feeds.feedblitz.com/~/703457242/0/chicagoonthecheap~Jazz-N-on-The-Steps/feed/ 0 200452Take 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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]]> https://chicagoonthecheap.com/bud-billiken-parade/ Bud Billiken Parade https://feeds.feedblitz.com/~/706146814/0/chicagoonthecheap~Bud-Billiken-Parade/ https://feeds.feedblitz.com/~/706146814/0/chicagoonthecheap~Bud-Billiken-Parade/#respond Fri, 24 Jul 2026 05:03:08 +0000 https://chicagoonthecheap.com/?p=200723 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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]]> https://feeds.feedblitz.com/~/706146814/0/chicagoonthecheap~Bud-Billiken-Parade/feed/ 0 200723Head 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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]]> https://chicagoonthecheap.com/chicago-house-music-festival-and-conference/ Chicago House Music Festival and Conference https://feeds.feedblitz.com/~/710263350/0/chicagoonthecheap~Chicago-House-Music-Festival-and-Conference/ https://feeds.feedblitz.com/~/710263350/0/chicagoonthecheap~Chicago-House-Music-Festival-and-Conference/#respond Thu, 23 Jul 2026 05:02:31 +0000 https://chicagoonthecheap.com/?p=200879   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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]]> https://feeds.feedblitz.com/~/710263350/0/chicagoonthecheap~Chicago-House-Music-Festival-and-Conference/feed/ 0 200879  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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