Chicago on the Cheap

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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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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Many restaurants are offering Labor Day discounts and freebies, perfect for those who don’t want to cook over the holiday weekend. Some of the deals are only valid on Labor Day, while others have varying promo dates. Click on the link in each item for more details.  Capital One Café Labor Day (Sept. 7, 2026) […]

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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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Experience the beauty of the fall season with the Chicago River as the backdrop at the Island Party Hut Fall Fest on the Chicago Riverwalk on Saturdays, September 19- October 31, 2026. Enjoy autumn festivities like hay rides on the river, pumpkin patches and eating apple cider donuts along the riverwalk. The Fall Fest will […]

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