When: July 24–26, 2026 at All weekend
Where: Milwaukee Avenue, Wicker Park, Chicago, IL, Chicago, IL
Category: festival · Pets welcome: Dogs · Price: Free
Wicker Park Fest brings 50+ live music acts alongside a dedicated pet fest zone. Well-behaved, leashed dogs are welcome throughout the festival. One of Chicago's most beloved street fests with a full dog-friendly footprint.