Chicago Events October 2025 Free. 30 wonderful things to do in chicago for the rest of october. The great highwood pumpkin festival 2025 the 14th annual great highwood pumpkin fest delivers all the trademarks of the halloween season — pumpkin.

The best things to do in chicago this october 2025 from amazing autumnal activities and haunting halloween experiences to museum free days and. The best free things to do in chicago in 2025 including the top free attractions, free museums as well as free festivals and events.