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Home to an eclectic mix of arts and crafts, food and other vendors, Pride Fest is held one week prior to the annual Pride Parade and is hands down the Midwest’s largest celebration of gay pride. Four stages play host to some of the most fun pop and dance entertainment acts of summer, one of which highlights Chicago’s best performers in the LGBTQ community. While the festivities can get rowdy during the evening hours, there’s no shortage of family fun during the day. Introduce your kids to the tunes of Leann Rimes, explore more than 100 arts & crafts and vendor booths and eat your way down Halsted Street.