I love the "look" of the Air Jordan 1 Retro High OG, but the "feel" is an acquired taste. The platform is stable, but cushioning is minimal. After breaking them in, they become like a favorite leather jacket - comfortable in their own way. The design is virtually perfect for what it is. Compared to newer Jordan models, it's all about heritage, not performance innovation. Pro: arguably the most influential sneaker silhouette ever. Con: not for people with serious foot comfort needs. At this price in the Jordan series, you're buying a legend. Suits style-minded folks, not tech geeks. Fresh out the box! My initial thought on this Air Jordan 1 Retro High OG? The materials feel great - no synthetic disappointment here. Sliding them on, the fit is TTS with fantastic heel lockdown. The high-top design really does offer good support for casual use. On foot, the color blocking is just flawless. It’s a shoe that looks better with wear, too. Compared to a Jordan 3, it's less innovative but more iconic in my book. Pro: premium build and timeless appeal. Con: can be tough to style for some, and it's a common silhouette. For $180-$190, it's a foundational sneaker for any wardrobe. Let's talk pros and cons. Pros: Timeless style, incredible versatility for outfits, and fantastic build on this OG version. Cons? Like I said, the comfort isn't great out of the box – it's more about style than performance. Also, the traction on dusty courts? Forget about it. This is a lifestyle shoe now, through and through. 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.