1. Find a summer street fest near your neighborhood
What is it? The annual slate of summer festivals that take over Chicago streets and parks every year.
Why go? Shop artisan goods made by local vendors, enjoy delicious bites and watch live performances at beloved neighborhood bashes like Wicker Park Fest and Taste of Randolph from May through September.
Don't miss: Bored of the cover bands and DJs that normally perform at Chicago’s street fests? Head to Rogers Park on August 24 for Chalk Howard Street Fest, the city's only chalk art festival.