Chicago on the Cheap Deals, discounts and free events in Chicago Sun, 13 Sep 2026 21:04:13 +0000 en-US hourly 1 45470443 https://chicagoonthecheap.com/jacks-pumpkin-pop-up/ Jack’s Pumpkin Pop Up https://feeds.feedblitz.com/~/792670427/0/chicagoonthecheap~Jacks-Pumpkin-Pop-Up/ https://feeds.feedblitz.com/~/792670427/0/chicagoonthecheap~Jacks-Pumpkin-Pop-Up/#respond Tue, 15 Sep 2026 05:26:36 +0000 https://chicagoonthecheap.com/?p=203663 Wander through pumpkin patches and corn mazes while you enjoy the season at Chicago’s largest fall festival, Jack’s Pumpkin Pop Up, located near Goose Island, from September 19 to November 1, 2026. The large number of all-ages festivities make Jack’s one of the most popular fall excursions. Besides a sprawling patch covered with 10,000 pumpkins, […]

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]]> https://feeds.feedblitz.com/~/792670427/0/chicagoonthecheap~Jacks-Pumpkin-Pop-Up/feed/ 0 203663Wander through pumpkin patches and corn mazes while you enjoy the season at Chicago’s largest fall festival, Jack’s Pumpkin Pop Up, located near Goose Island, from September 19 to November 1, 2026. The large number of all-ages festivities make Jack’s one of the most popular fall excursions. Besides a sprawling patch covered with 10,000 pumpkins, […]

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]]> https://chicagoonthecheap.com/lincoln-square-ravenswood-apple-fest/ Lincoln Square Ravenswood Apple Fest https://feeds.feedblitz.com/~/461893226/0/chicagoonthecheap~Lincoln-Square-Ravenswood-Apple-Fest/ https://feeds.feedblitz.com/~/461893226/0/chicagoonthecheap~Lincoln-Square-Ravenswood-Apple-Fest/#respond Mon, 14 Sep 2026 05:00:00 +0000 http://chicagoonthecheap.com/?p=150297 Enjoy Fall fun with apple-inspired food, drinks and artisan goods at the beloved Lincoln Square Ravenswood Apple Fest, October 2-4, 2026.  Celebrate the new season with a bounty of edible goodness. Midwest farms will be serving up fresh apples and related dishes and local restaurants and food vendors will offer tasty apple-themed treats. Hard cider, […]

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]]> https://feeds.feedblitz.com/~/461893226/0/chicagoonthecheap~Lincoln-Square-Ravenswood-Apple-Fest/feed/ 0 150297Enjoy Fall fun with apple-inspired food, drinks and artisan goods at the beloved Lincoln Square Ravenswood Apple Fest, October 2-4, 2026.  Celebrate the new season with a bounty of edible goodness. Midwest farms will be serving up fresh apples and related dishes and local restaurants and food vendors will offer tasty apple-themed treats. Hard cider, […]

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]]> https://chicagoonthecheap.com/chicago-live-at-navy-pier/ Chicago Live! at Navy Pier https://feeds.feedblitz.com/~/712309252/0/chicagoonthecheap~Chicago-Live-at-Navy-Pier/ https://feeds.feedblitz.com/~/712309252/0/chicagoonthecheap~Chicago-Live-at-Navy-Pier/#respond Fri, 11 Sep 2026 05:05:34 +0000 https://chicagoonthecheap.com/?p=200977 Witness the excitement of Chicago’s extensive performing arts scene during the sixth annual Chicago Live! festival on September 19-20, 2026. Navy Pier will host free, non-stop performances featuring Chicago dance, theater, music and more during the two-day event. The breadth of Chicago’s music, dance, theater and cultural performing artists will be on display with over […]

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]]> https://feeds.feedblitz.com/~/712309252/0/chicagoonthecheap~Chicago-Live-at-Navy-Pier/feed/ 0 200977Witness the excitement of Chicago’s extensive performing arts scene during the sixth annual Chicago Live! festival on September 19-20, 2026. Navy Pier will host free, non-stop performances featuring Chicago dance, theater, music and more during the two-day event. The breadth of Chicago’s music, dance, theater and cultural performing artists will be on display with over […]

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]]> https://chicagoonthecheap.com/first-lady-river-cruises/ First Lady Fall Cruises https://feeds.feedblitz.com/~/925934843/0/chicagoonthecheap~First-Lady-Fall-Cruises/ https://feeds.feedblitz.com/~/925934843/0/chicagoonthecheap~First-Lady-Fall-Cruises/#respond Fri, 11 Sep 2026 05:03:40 +0000 https://chicagoonthecheap.com/?p=172187 One of Chicago’s most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city’s stunning skyline while learning about its design history.  The fun continues through the fall, with cruises floating along the shore through November 22, 2026. Voted the number one boat tour in […]

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]]> https://feeds.feedblitz.com/~/925934843/0/chicagoonthecheap~First-Lady-Fall-Cruises/feed/ 0 172187One of Chicago’s most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city’s stunning skyline while learning about its design history.  The fun continues through the fall, with cruises floating along the shore through November 22, 2026. Voted the number one boat tour in […]

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]]> https://chicagoonthecheap.com/st-alphonsus-oktoberfest-chicago/ St. Alphonsus Oktoberfest Chicago https://feeds.feedblitz.com/~/711743211/0/chicagoonthecheap~St-Alphonsus-Oktoberfest-Chicago/ https://feeds.feedblitz.com/~/711743211/0/chicagoonthecheap~St-Alphonsus-Oktoberfest-Chicago/#respond Thu, 10 Sep 2026 05:30:06 +0000 https://chicagoonthecheap.com/?p=200939 It’s that time of year when Chicagoans welcome the autumn season with polka, lederhosen and lots and lots of beer.  St. Alphonsus Church celebrates its 24th annual Oktoberfest Chicago in the West Lakeview neighborhood with Bavarian food, live music and craft beer tasting on September 25-27, 2026. A vibrant part of Chicago’s German community for […]

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]]> https://feeds.feedblitz.com/~/711743211/0/chicagoonthecheap~St-Alphonsus-Oktoberfest-Chicago/feed/ 0 200939It’s that time of year when Chicagoans welcome the autumn season with polka, lederhosen and lots and lots of beer.  St. Alphonsus Church celebrates its 24th annual Oktoberfest Chicago in the West Lakeview neighborhood with Bavarian food, live music and craft beer tasting on September 25-27, 2026. A vibrant part of Chicago’s German community for […]

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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 Thu, 10 Sep 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/enjoy-free-chicken-shack-sandwich-or-lettuce-wrap-at-shake-shack-every-week/ Enjoy free Chicken Shack Sandwich or Lettuce Wrap at Shake Shack every week https://feeds.feedblitz.com/~/968860358/0/chicagoonthecheap~Enjoy-free-Chicken-Shack-Sandwich-or-Lettuce-Wrap-at-Shake-Shack-every-week/ https://feeds.feedblitz.com/~/968860358/0/chicagoonthecheap~Enjoy-free-Chicken-Shack-Sandwich-or-Lettuce-Wrap-at-Shake-Shack-every-week/#respond Wed, 09 Sep 2026 05:11:44 +0000 https://chicagoonthecheap.com/?p=213501 Shake Shack is definitely known for its juicy burgers and creamy shakes, but there is also a delicious option for chicken sandwich fans on the menu. And, for a limited time, customers can enjoy big savings on a Chicken Shack Sandwich or Chicken Shack Lettuce Wrap every week at the popular restaurant. Photo: Shack Shake […]

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]]> https://feeds.feedblitz.com/~/968860358/0/chicagoonthecheap~Enjoy-free-Chicken-Shack-Sandwich-or-Lettuce-Wrap-at-Shake-Shack-every-week/feed/ 0 213501Shake Shack is definitely known for its juicy burgers and creamy shakes, but there is also a delicious option for chicken sandwich fans on the menu. And, for a limited time, customers can enjoy big savings on a Chicken Shack Sandwich or Chicken Shack Lettuce Wrap every week at the popular restaurant. Photo: Shack Shake […]

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]]> https://chicagoonthecheap.com/destinos-latino-theater-festival/ Destinos Chicago Latino Theater Festival https://feeds.feedblitz.com/~/925612739/0/chicagoonthecheap~Destinos-Chicago-Latino-Theater-Festival/ https://feeds.feedblitz.com/~/925612739/0/chicagoonthecheap~Destinos-Chicago-Latino-Theater-Festival/#respond Tue, 08 Sep 2026 05:54:27 +0000 https://chicagoonthecheap.com/?p=202443 Celebrate  Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual  Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the city. The Chicago Latino Theater Alliance presents this anticipated annual event that features a wide range of Latino performing arts […]

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]]> https://feeds.feedblitz.com/~/925612739/0/chicagoonthecheap~Destinos-Chicago-Latino-Theater-Festival/feed/ 0 202443Celebrate  Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual  Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the city. The Chicago Latino Theater Alliance presents this anticipated annual event that features a wide range of Latino performing arts […]

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]]> https://chicagoonthecheap.com/hyde-park-jazz-festival/ Hyde Park Jazz Festival https://feeds.feedblitz.com/~/460357002/0/chicagoonthecheap~Hyde-Park-Jazz-Festival/ Mon, 07 Sep 2026 05:02:00 +0000 http://chicagoonthecheap.com/?p=109518 Venues across the Hyde Park, Kenwood and Washington Park neighborhoods will come alive with live jazz during the 20th annual Hyde Park Jazz Festival on September 26-27, 2026. Music lovers will enjoy 34 free performances of local, national and international artists at a varied assortment of venues across Hyde Park, including  Rockefeller Chapel, the Smart […]

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]]> 109518Venues across the Hyde Park, Kenwood and Washington Park neighborhoods will come alive with live jazz during the 20th annual Hyde Park Jazz Festival on September 26-27, 2026. Music lovers will enjoy 34 free performances of local, national and international artists at a varied assortment of venues across Hyde Park, including  Rockefeller Chapel, the Smart […]

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]]> https://chicagoonthecheap.com/st-benedicts-oktoberfest/ St. Benedict’s Oktoberfest https://feeds.feedblitz.com/~/667205342/0/chicagoonthecheap~St-Benedicts-Oktoberfest/ https://feeds.feedblitz.com/~/667205342/0/chicagoonthecheap~St-Benedicts-Oktoberfest/#respond Fri, 04 Sep 2026 05:04:04 +0000 https://chicagoonthecheap.com/?p=196315 Get ready for the welcoming traditional German toasts of “Prost!” to echo throughout the courtyard during the 60th annual St. Benedict Oktoberfest on October 2-4, 2026.  St. Benedict parish celebrates its German roots with a family-friendly fest that includes  German food and drinks, carnival rides, kids’ karaoke, bubble soccer, laser tag and live music. St. […]

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]]> https://feeds.feedblitz.com/~/667205342/0/chicagoonthecheap~St-Benedicts-Oktoberfest/feed/ 0 196315Get ready for the welcoming traditional German toasts of “Prost!” to echo throughout the courtyard during the 60th annual St. Benedict Oktoberfest on October 2-4, 2026.  St. Benedict parish celebrates its German roots with a family-friendly fest that includes  German food and drinks, carnival rides, kids’ karaoke, bubble soccer, laser tag and live music. St. […]

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