Chicago on the Cheap

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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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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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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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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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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