Chicago on the Cheap Deals, discounts and free events in Chicago Mon, 10 Aug 2026 23:25:15 +0000 en-US hourly 1 45470443 https://chicagoonthecheap.com/englewood-jazz-fest/ Englewood Jazz Fest https://feeds.feedblitz.com/~/788509556/0/chicagoonthecheap~Englewood-Jazz-Fest/ https://feeds.feedblitz.com/~/788509556/0/chicagoonthecheap~Englewood-Jazz-Fest/#respond Tue, 11 Aug 2026 05:50:43 +0000 https://chicagoonthecheap.com/?p=203514 The 27th annual Englewood Jazz Festival presents an exciting line-up of established and emerging Chicago musicians for three days in the Englewood community on September 17-19, 2026. Live the Spirit Residency at Hamilton Cultural Center educates and mentors the next generation of jazz musicians.  The free festival will open with the residency’s leader, Ernest Dawkins, […]

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]]> https://feeds.feedblitz.com/~/788509556/0/chicagoonthecheap~Englewood-Jazz-Fest/feed/ 0 203514The 27th annual Englewood Jazz Festival presents an exciting line-up of established and emerging Chicago musicians for three days in the Englewood community on September 17-19, 2026. Live the Spirit Residency at Hamilton Cultural Center educates and mentors the next generation of jazz musicians.  The free festival will open with the residency’s leader, Ernest Dawkins, […]

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]]> https://chicagoonthecheap.com/retro-on-roscoe-festival/ Retro on Roscoe Festival https://feeds.feedblitz.com/~/425220800/0/chicagoonthecheap~Retro-on-Roscoe-Festival/ https://feeds.feedblitz.com/~/425220800/0/chicagoonthecheap~Retro-on-Roscoe-Festival/#respond Mon, 10 Aug 2026 05:30:40 +0000 http://chicagoonthecheap.com/?p=117188 Go back in time and enjoy oldies and throwback fashion at the 29th annual Retro on Roscoe festival on September 18-20, 2026, in the Roscoe Village neighborhood. Groove to music on three stages, including a family stage, within a six-block stretch of Roscoe Village. Enjoy music from the 70s, 80s and 90s with featured bands including The […]

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]]> https://feeds.feedblitz.com/~/425220800/0/chicagoonthecheap~Retro-on-Roscoe-Festival/feed/ 0 117188Go back in time and enjoy oldies and throwback fashion at the 29th annual Retro on Roscoe festival on September 18-20, 2026, in the Roscoe Village neighborhood. Groove to music on three stages, including a family stage, within a six-block stretch of Roscoe Village. Enjoy music from the 70s, 80s and 90s with featured bands including The […]

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]]> https://chicagoonthecheap.com/jazz-in-the-court/ Jazz in the Court https://feeds.feedblitz.com/~/707872052/0/chicagoonthecheap~Jazz-in-the-Court/ https://feeds.feedblitz.com/~/707872052/0/chicagoonthecheap~Jazz-in-the-Court/#respond Mon, 10 Aug 2026 05:02:10 +0000 https://chicagoonthecheap.com/?p=200791 The Hyde Park neighborhood celebrates South Side jazz traditions with free outdoor concerts in Harper Court on the first Fridays of the summer months. Enjoy free live music in the heart of the historic community This year’s dates are June 5, 2026. July 10, 2026, August 7, 2026, and September 11, 2026.  Jazz in the […]

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]]> https://feeds.feedblitz.com/~/707872052/0/chicagoonthecheap~Jazz-in-the-Court/feed/ 0 200791The Hyde Park neighborhood celebrates South Side jazz traditions with free outdoor concerts in Harper Court on the first Fridays of the summer months. Enjoy free live music in the heart of the historic community This year’s dates are June 5, 2026. July 10, 2026, August 7, 2026, and September 11, 2026.  Jazz in the […]

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]]> https://chicagoonthecheap.com/enjoy-daily-blizzard-buy-one-get-one-special-at-dairy-queen-in-august/ Enjoy daily Blizzard buy-one-get-one special at Dairy Queen in August https://feeds.feedblitz.com/~/967160858/0/chicagoonthecheap~Enjoy-daily-Blizzard-buyonegetone-special-at-Dairy-Queen-in-August/ https://feeds.feedblitz.com/~/967160858/0/chicagoonthecheap~Enjoy-daily-Blizzard-buyonegetone-special-at-Dairy-Queen-in-August/#respond Fri, 07 Aug 2026 05:43:43 +0000 https://chicagoonthecheap.com/?p=213329 What’s the forecast for bargain hunters and DQ fans? There’s a blizzard of savings at Dairy Queen this month! It’s just not summer without enjoying one of the ice cream shop’s signature (and iconic) menu items — the Blizzard Treat. Image: Dairy Queen And fans have just a few more weeks to enjoy the seasonal […]

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]]> https://feeds.feedblitz.com/~/967160858/0/chicagoonthecheap~Enjoy-daily-Blizzard-buyonegetone-special-at-Dairy-Queen-in-August/feed/ 0 213329What’s the forecast for bargain hunters and DQ fans? There’s a blizzard of savings at Dairy Queen this month! It’s just not summer without enjoying one of the ice cream shop’s signature (and iconic) menu items — the Blizzard Treat. Image: Dairy Queen And fans have just a few more weeks to enjoy the seasonal […]

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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, 07 Aug 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/edgewater-music-fest/ Edgewater Music Fest https://feeds.feedblitz.com/~/966812402/0/chicagoonthecheap~Edgewater-Music-Fest/ https://feeds.feedblitz.com/~/966812402/0/chicagoonthecheap~Edgewater-Music-Fest/#respond Thu, 06 Aug 2026 05:11:54 +0000 https://chicagoonthecheap.com/?p=213336 Visit the vibrant Edgewater community to experience a free, three-day festival of live music, food and elite vibes, during the annual Edgewater Music Fest from August 28-30, 2026. Enjoy two stages featuring over 35 local music acts, 100 vendors selling art, crafts, jewelry, and clothes and an assortment of foods from neighborhood restaurants. A Kids […]

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]]> https://feeds.feedblitz.com/~/966812402/0/chicagoonthecheap~Edgewater-Music-Fest/feed/ 0 213336Visit the vibrant Edgewater community to experience a free, three-day festival of live music, food and elite vibes, during the annual Edgewater Music Fest from August 28-30, 2026. Enjoy two stages featuring over 35 local music acts, 100 vendors selling art, crafts, jewelry, and clothes and an assortment of foods from neighborhood restaurants. A Kids […]

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]]> https://chicagoonthecheap.com/free-chicago-jazz-festival/ Free Chicago Jazz Festival https://feeds.feedblitz.com/~/447961344/0/chicagoonthecheap~Free-Chicago-Jazz-Festival/ Wed, 05 Aug 2026 05:04:20 +0000 http://chicagoonthecheap.com/?p=110654 Since 1974, jazz fans from all over the globe have flocked to Chicago for the annual Chicago Jazz Festival, which showcases jazz legends as well as up-and-coming musicians. This year’s four-day festival will run from September 3-6 2026. Celebrate jazz in all its forms in Millennium Park and the Chicago Cultural Center, as well as […]

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]]> 110654Since 1974, jazz fans from all over the globe have flocked to Chicago for the annual Chicago Jazz Festival, which showcases jazz legends as well as up-and-coming musicians. This year’s four-day festival will run from September 3-6 2026. Celebrate jazz in all its forms in Millennium Park and the Chicago Cultural Center, as well as […]

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]]> https://chicagoonthecheap.com/free-printers-row-art-fest/ Free Printer’s Row Art Fest https://feeds.feedblitz.com/~/569605138/0/chicagoonthecheap~Free-Printers-Row-Art-Fest/ https://feeds.feedblitz.com/~/569605138/0/chicagoonthecheap~Free-Printers-Row-Art-Fest/#respond Tue, 04 Aug 2026 05:02:14 +0000 https://chicagoonthecheap.com/?p=178474 Head to the historic Printer’s Row neighborhood in the South Loop to explore art and live music during the annual Printer’s Row Art Fest on August 15-16, 2026. Browse through the original artworks of 95 juried artists, including paintings, ceramics, jewelry, woodwork, photography and fashion while strolling through leafy Dearborn Street. A Kids Zone supplies […]

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]]> https://feeds.feedblitz.com/~/569605138/0/chicagoonthecheap~Free-Printers-Row-Art-Fest/feed/ 0 178474Head to the historic Printer’s Row neighborhood in the South Loop to explore art and live music during the annual Printer’s Row Art Fest on August 15-16, 2026. Browse through the original artworks of 95 juried artists, including paintings, ceramics, jewelry, woodwork, photography and fashion while strolling through leafy Dearborn Street. A Kids Zone supplies […]

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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/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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