Celebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino Theater Alliance presents this anticipated annual … [Read more...] about Destinos Chicago Latino Theater Festival
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Open House Chicago
Explore the architectural and cultural treasures that Chicago is famous for during the annual Open House Chicago events. Visit over 170 sites in more than 20 neighborhoods across the city during the in-person activities on October 18-19, 2025. Go behind the scenes in members-only clubs, … [Read more...] about Open House Chicago
Discount Tickets for The Other Art Fair
Enjoy the thrill of affordable, original art, immersive installations, performances and DJs at The Other Art Fair in the Ravenswood neighborhood, October 30- November 2, 2025. By literally reframing the art experience, The Other Art Fair avoids elitism and makes art accessible and welcoming for … [Read more...] about Discount Tickets for The Other Art Fair
West Town Art Walk
Enjoy visual art, music, and fashion while browsing restaurants and shops along Chicago Avenue in the bustling West Town neighborhood during the 15th annual West Town Art Walk on October 3-5, 2005. The West Town neighborhood bubbles with color, food and art in all forms during this popular … [Read more...] about West Town Art Walk
Taste of Northalsted
Stroll down the bustling North Halsted strip and sample an assortment of food and drinks during the Taste of Northalsted on October 4, 2025, in the Lakeview neighborhood. Wander through Northalsted during autumn and indulge in a culinary adventure with the Fall Taste of Northalsted! Featuring … [Read more...] about Taste of Northalsted
Chicago Fashion Week
The cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion history in neighborhoods across the city. The … [Read more...] about Chicago Fashion Week
Free Lincoln Park Spooky Zoo
Celebrate the scary season with a visit to Lincoln Park Zoo for trick or treating among the animals at the annual Spooky Zoo event on October 18, 2025. Stroll around the zoo and collect treats while supplies last. Kids can also enjoy interactive storytelling and live music on the Main Mall … [Read more...] about Free Lincoln Park Spooky Zoo
Free Festival del Arte Popular at National Museum of Mexican Art
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 10-19, 2025. Witness live demonstrations of intricate Mexican folk art and meet artists from all over Mexico at … [Read more...] about Free Festival del Arte Popular at National Museum of Mexican Art
Free Bird Walks at North Park Village
Enjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty of birding on September 20, 27 and October 4, 11, and 18, 2025. The walk is less than … [Read more...] about Free Bird Walks at North Park Village
Arts in the Dark Halloween Parade
Head to State Street to celebrate Halloween as the "artist's holiday" with an evening of wonder and creativity at the Arts in the Dark Halloween Parade on October 18, 2025, in the Loop. Recognized as one of the top six Halloween events in the world, the tenth annual Arts in the Dark parade … [Read more...] about Arts in the Dark Halloween Parade
Oktoberfestiversary
Dovetail Brewery and Begyle Brewing serve up their annual fall street festival with Oktoberfestiversary on October 11-12, 2025. Enjoy brews, live music and food in the Ravenswood neighborhood. Sip on special tappings from Beglye and Dovetail while munching on sausages, lobster rolls and … [Read more...] about Oktoberfestiversary
Riverwalk Fall Fest
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 20-October 25, 2025. Enjoy autumn festivities like hay rides on the river, pumpkin patches and eating apple cider donuts along the … [Read more...] about Riverwalk Fall Fest
