Chicago Calendar October 2025

October 2025 is a vibrant month in Chicago, with a plethora of events and activities to enjoy. From fall festivals to concerts and art exhibits, there’s something for everyone to experience in the Windy City.

As the leaves change color and the weather cools down, Chicago comes alive with energy and excitement. Whether you’re a local or just visiting, you won’t want to miss out on all the fun and festivities happening throughout the month.

Chicago Calendar October 2025

One of the highlights of October in Chicago is the annual Fall Festival in Millennium Park. This family-friendly event features live music, food vendors, and activities for all ages to enjoy. It’s the perfect way to kick off the autumn season in the city.

If you’re a fan of the arts, be sure to check out the Chicago International Film Festival, showcasing a diverse selection of films from around the world. From indie flicks to blockbuster hits, there’s something for every movie buff to enjoy.

For music lovers, October in Chicago is also a great time to catch a live concert. Whether you’re into rock, hip-hop, or jazz, there are plenty of venues throughout the city hosting performances by talented artists from near and far.

As the month comes to a close, be sure to visit the Chicago Botanic Garden for their annual Harvest Festival. This colorful event features pumpkin displays, scarecrow decorations, and plenty of fall-themed activities for the whole family to enjoy.

With so much to see and do in Chicago in October 2025, you won’t have a dull moment during your visit. From cultural events to outdoor adventures, the Windy City has something for everyone to enjoy this vibrant autumn month.