Chicago Event Calendar September 2025

Chicago is a vibrant city with a bustling events calendar that caters to every taste. From music festivals to food fairs, there’s always something exciting happening in the Windy City.

As we look ahead to September 2025, Chicago’s event calendar is already filling up with an array of activities and happenings that are sure to delight locals and visitors alike. Whether you’re a foodie, a music lover, or a sports enthusiast, there’s something for everyone to enjoy in Chicago this September.

Chicago Event Calendar September 2025

One highlight of September in Chicago is the annual Chicago Jazz Festival, a four-day event that celebrates the rich history of jazz in the city. With performances by local and international artists, this festival is a must-attend for music lovers.

If you’re a foodie, be sure to check out the Chicago Food Truck Festival, where you can sample a wide variety of delicious dishes from some of the city’s best food trucks. From tacos to burgers to gourmet desserts, there’s something for every palate at this popular event.

Sports fans won’t want to miss the Chicago Bears’ home opener at Soldier Field in September. Join thousands of fellow fans as you cheer on the Bears and soak in the excitement of live football in one of the most iconic stadiums in the country.

With so much to see and do in Chicago this September, be sure to mark your calendar and plan ahead to make the most of all the exciting events happening in the city. Whether you’re a longtime resident or a first-time visitor, there’s something for everyone to enjoy in Chicago this fall.