Chicago Calendar September 2025. Explore all the happening events in chicago in 2025 with us that best suit your interest. Discover every event, festival, parade, and exhibit in chicago throughout the year, broken down month by month.

With everything from the great skyscrapers to the navy pier, this chicago calendar for 2025 is perfect for exploring one of america’s most famous cities. Four days filled with soulful tunes, talented artists, and a celebration of jazz.