Chicago Events on Saturday, October 3, 2026

8 real events happening in Chicago on Saturday, October 3, 2026 — independently sourced, no listings dumps.

← Friday, October 2, 2026 Back to October 2026 ↑Sunday, October 4, 2026 →

Family & Free Community

West Town Art Walk

Multiple galleries/businesses, West TownFri 5–8 PM, Sat/Sun 10 AM–6 PMFree

Festivals & Street Fairs

Lincoln Square Ravenswood Apple Fest

N. Lincoln Ave (Sunnyside to Lawrence)$5 suggested donation

Cider and Ale Festival at The Morton Arboretum

The Morton ArboretumNoon–3 PM (GA entry from 1 PM)From $45 (members) / $55 (general)

Halloween & Fall Seasonal

The Great Highwood Pumpkin Fest

Downtown HighwoodVaries by day — see scheduleNot listed — check celebratehighwood.org

Music & Nightlife

Best of iO Improv (45th Anniversary)

iO Theater7:30–9:00 PMNot listed

Music & Nightlife

Bill Burr

The Chicago Theatre7:30 PM Fri; 7 & 10 PM Sat$84+ (resale varies widely)

Music & Nightlife

Brand New

Aragon Ballroom8:00 PMFrom $93 (Oct 4) / $124 (Oct 3)

Music & Nightlife

SERUM series

PRYSMdoors 10 PMNot listed

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