I've had these Air Jordan 1 Retro High OG "Chicago" on for a few hours now. The ankle collar is stiff at first, but it molds. The sole is flat and firm - you’ll feel a long day on concrete. But man, do they look good. Every detail, from the Wings logo to the swoosh, is executed perfectly on this version. Pro: you're wearing a piece of history, and it shows. Con: zero modern comfort tech. Priced as a premium retro, it's 100% for the fan who values authenticity and style above all else. Not a comfort-first purchase. On feet, these look even better. The high-top shape just does something for your whole fit—it's legendary. I’ve worn other Jordans, but the "OG 1" has this unbeatable, clean profile. The leather will crease, that's a fact. But honestly? On camera and in person, the creases add character to this Jordan series staple. It’s a vibe. Alright, let's get into these 'Chicago' 2022 "Air Jordan 1 Retro High OG"s. First off, the box is classic - that OG Nike Air branding hits different. The leather on this pair? Honestly, it's pretty solid for a modern retro; it has a nice grain and smells like quality. Holding it up, the silhouette is just "iconic" - it never gets old. For $180 USD, this colorway is the blueprint, the one that started it all in the Jordan series. You're paying for history right here. Final verdict on the air jordan 1 retro high og? It's a legend for a reason. The good: timeless style, durable construction (generally), and ultimate versatility. The not-so-good: outdated comfort tech and a stiffer feel. Who is it for? Sneakerheads, style-focused wearers, and fans of basketball heritage. Who should skip it? Those needing all-day comfort or advanced performance features. For me, it's a cornerstone of any collection.