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 After wearing these Jordan 1s for a bit, the leather does break in nicely. The fit is true to size, good width. The grip is decent on dry surfaces. Is it worth the price? For this colorway and quality, yes – if you love the design. But at retail or slightly above; I wouldn't pay a massive resell premium for the basic tech inside. Final verdict? For me, the Jordan Air 1 'Bred' is a "definite" recommend — but with context. At $200 USD, you're buying into a legacy. The quality is there, the look is forever cool. Just go in knowing the feel is vintage. It’s a shoe you wear for the vibe, the history, and the unmatched versatility. A true classic.