Free in Chicago, week of October 19, 2026

Free in Chicago, Monday October 19 to Sunday October 25, 2026: 123 events. Picks by day; every event links to its original listing.

← The whole week

Sun Oct 25

• 10 AM Meet Me on Milwaukee (MMoM) Milwaukee Ave from North/Damen to Ashland · Free
• 1 PM Spooktacular: Clark Street Clark St. · Free
• 1 PM Chicago Thriller Rehearsal Traffic Jam! Swing · Free
• 1:30 PM Clothing Swap Logan Square Library · Free
• 2 PM Family Fall Fest 5631 W Irving Park Rd · Free
• 2 PM Haibayô Language Club HAIBAYÔ · Free