The Jordan 1 High OG 'Chicago' is worth it. It's a cornerstone. The look, the history, the sheer versatility… it's unmatched. Just go in knowing the comfort is classic, not modern. As an all-time-great design? 10/10. Let me know your thoughts—do you prefer the classic leather builds or the newer, more premium material variations on the Jordan Air 1? For me, the simplicity of the OG shapes is still unbeatable. It’s a piece of sneaker history you can wear every day. Just maybe, don’t plan a long city tour in them on day one My final, real take? I'm keeping these. The "Jordan Air 1", especially in this OG color-blocking, is a legend. For around $190, you get a piece of sneaker history that still looks fresh decades later. Yes, it's stiff; yes, it'll crease. But the look? Unmatched. It's a foundation. Worth it for the style-conscious. On feet, the Jordan Air 1 just works. The high-top silhouette gives you that classic look – it's timeless, man. They photograph incredibly well; the shape is perfect. Compared to some of the newer, bulkier Jordans, the 1 has a sleekness to it. Major pro? Versatility. You can dress 'em up or down so easily.