30 Best Things to Do in Chicago and the Suburbs in September 2026

September in Chicago brings major music and arts festivals, world-class theater, food events, museum exhibitions, author talks, comedy, and great opportunities to take advantage of warm weather while we still can. From biking a car-free Lake Shore Drive and hearing jazz in Millennium Park to seeing performances by Kyle MacLachlan, Patti Smith, Ilana Glazer, Eric […]