Your Guide to October 2026 in Chicago

As we enter the home stretch of 2026, we’ve got your guide for October. We’re talking Sox hats, budget battles, early voting, apple orchards, and tips for the Chicago Marathon. Plus, we need your help sourcing the best spots for Halloween costumes.

Good news: SAUCED Night Market 

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Learn more about the sponsors of this Oct. 1 episode:

Enjoy Illinois

Chicago Architecture Center - Open House

Kowalski

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