Chicago on the Cheap

Dive into the joy of the season with a visit to the Ravenswood Costume Crawl, filled with Halloween-themed fun, seasonal goods, treats and drinks on October 28, 2026. This thrill-filled event will transform Ravenswood’s Montrose Avenue of shops and restaurants into a spooky space for sipping, snacking and catching the fun vibes with costumed patrons.  […]

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Start your holiday shopping early by checking out the masterful work of Mexican artisans at the annual Festival del Arte Popular at the National Museum of Mexican Art on October 13-18, 2026. Witness live demonstrations of intricate Mexican folk art and meet artists from all over Mexico at this colorful festival. Browse through ceramics from […]

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The cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 8-18, 2026.  Runway shows, activations, exhibits and events will highlight Chicago’s design and fashion history in neighborhoods across the city. The thrilling fashion week schedule showcases 50 runway shows, pop-ups,  industry seminars, shopping […]

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Explore the architectural and cultural treasures that Chicago is famous for during the annual Open House Chicago events. Visit over 200 sites in more than 20 neighborhoods across the city during the in-person activities on October 17-18, 2026. Go behind the scenes in members-only clubs, private residences and landmarks generally not open to the public […]

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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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