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. Putting these Jordan Air 1 'University Blue' highs on… wow. The color really pops in person. Compared to, say, a bulkier Jordan 4, the Air 1 feels lighter and more streamlined on foot. The ankle collar is padded nicely, but break-in is real — expect some stiffness. The leather creases, that's just part of the charm. If you want pure comfort, look elsewhere. But for style? It's a top-tier choice. Comparing it to, say, a Jordan 3 or 4? The jordan 1 is definitely less cushioned. It's about the silhouette and the attitude. The leather quality on this specific release is good — not the "best" ever, but good. For $180, you're buying the legend. It's a foundational piece for any collection, no doubt. Now, the not-so-great stuff — gotta be real. The main drawback? That break-in period. The leather can be stiff at first. Also, breathability is... not a thing. Your feet will get warm. If you prioritize supreme, all-day comfort above all else? This might not be your #1 pick. It's a style-first, comfort-second kind of shoe — always has been.