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. Okay, let's get these Jordan Air 1s "out" of the box. First impression? The silhouette is just "so" iconic—instantly recognizable. This 'University Blue' colorway? Absolutely "clean". The leather feels pretty decent for a general release pair. Slipping them on, the fit is TTS for me, but that classic Air 1 feel is firm, not plush. If you want cloud-like comfort, look elsewhere. But for style? "Unbeatable". At $190 USD, you're paying for the legacy & the look. Now, the not-so-great part? That midsole "will" crease. It's part of the charm for some, a deal-breaker for others. The leather isn't super plush, so creasing happens fast. If you're a perfectionist who hates seeing wear on your kicks? A Jordan Air 1 might stress you out. It's a shoe meant to be worn and lived in. Major pro: the style is unbeatable. This 'Bred' colorway of the Jordan Air 1 is just iconic. You can dress it up or down. Another plus? Durability. The construction is tried and true. After break-in, they become a reliable go-to in your rotation. For $190, you're paying for legacy and a design that never quits.