Kids will be kids, and the best way to represent kiddie swag is by copping the Jordan 5 Retro Wings. This memorable silhouette comes with a white leather upper featuring hand drawings from the kids of the nonprofit cultural center Black Pearl in Chicago. The sneaker also comes with bright green accents, a white midsole, and a translucent sole. Released in September 2018, it retailed for $200. To honor Michael Jordan’s connection to Chicago, this model features an all-over graphic of the city and its neighborhoods, with a black inner lining, a toggle lacing system, red details on the Jumpman logo, and an Air unit in the midsole for cushioning.