The family-friendly event showcases mind-bending 3D street art, traditional 2D sidewalk portraits, global cuisine from local Rogers Park restaurants, live music, and public squares available for purchase to try out your own chalking skills.

Dates: Saturday, August 22, 2026 (11:00 AM – 7:00 PM CDT)

Venue: Rogers Park Community District (East of the Howard Red Line CTA stop)

Location: Howard Street from Ashland to Paulina, Chicago, IL 60626

Map Link: View on Google Maps

Event Website: Chalk Howard Street Website