The Air Jordan 1 Retro High Chicago Vintage revives the original 1986 KO colourway, featuring a white base with contrasting red overlays. The upper is constructed entirely of canvas, with some smooth leather elements such as the Swoosh, the side flaps and the collar area. The characteristic "Wings" logo is personalized by the word "AJKO" as a tribute to the original version of the shoe.

The details always make the difference, such as the brand label sewn on the tongue and a small white heel tab to facilitate the fit of the sneakers. Down below, the white midsole has a faded effect and the red outsole features a faded look for a vintage look.