Get ready for spooky animal shenanigans at Adults Night Out Howl-o-ween at Lincoln Park Zoo. Visitors 18 and over can stroll the zoo after dark, sip cocktails and have a fang-tastic time on October 24, 2025. Pop-up bars, corn hole, Jenga and free rides on the AT&T Endangered Species … [Read more...] about Adults Night Out Howl-o-ween at Lincoln Park Zoo
Entertainment
First Lady Fall Cruises
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 … [Read more...] about First Lady Fall Cruises
Super Horror Rama Film Fest
Dive into the creepiness of the scary season with two nights of obscure horror films at Super-Horror-Rama Film Fest on October 10-11, 20245 in the Lakeview neighborhood at the Music Box Theatre. Prepare to have petrified fun with a showcase of horror film oddities with the theme of … [Read more...] about Super Horror Rama Film Fest
Destinos Chicago Latino Theater Festival
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
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
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
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
Free Lincoln Park Zoo Fall Fest
Celebrate the joys of autumn in the fun-filled setting of Lincoln Park Zoo during the ninth annual Lincoln Park Zoo Fall Fest, September 26-October 26, 2025. Step into the vibrant world of pumpkins, harvest mazes and fall photo ops during this family-friendly event. Admission to the zoo is … [Read more...] about Free Lincoln Park Zoo Fall Fest
Free World Music Wednesday Concerts
The new season for World Music Wednesday has been announced! Every Wednesday, through December 3, 2025, at 8:00 pm, the Old Town School of Folk Music will host a free concert series, World Music Wednesdays, featuring musicians from all around the world. Culture and countries represented … [Read more...] about Free World Music Wednesday Concerts
