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. Just copped this newer Jordan Air 1 'Mid' version in 'Wolf Grey'. At a lower price point (~$115), expectations are different. The materials are more synthetic, but the shape is still there! On foot, they feel... fine. It's a budget-friendly way to get the iconic look. If you're a purist about materials & OG highs, skip it. But for a beater pair? Not bad at all. Who is this for? Honestly, for sneakerheads who appreciate the origins of the Jordan series. For people wanting a piece of history that still looks fresh. The $190-ish price tag is fair for the icon you're getting. It's not for performance basketball – let's be clear – and it's "definitely" not for someone seeking a cloud-like, all-day walking shoe. Know what you're buying into. Final verdict? For me, it's a yes. 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.