They're breaking in a bit! The comfort improves slightly as the materials loosen. I still love putting them on. The "Jordan Air 1"'s biggest strength is its "versatility". Dress it up, dress it down. The high-top provides decent ankle "presence" without being restrictive. If you're on the fence, and style > max comfort is your priority, I'd say go for it. It's a cornerstone sneaker. On feet, man, they "look" incredible. The shape is perfect. I walked around my apartment, checked 'em out in different light – the white, grey, and black combo is super versatile. This particular Jordan 1 is a low-key flex. They're gonna look great in photos and with literally any casual fit. The design just works, period. Just copped the "Stage Haze" "Air Jordan 1" – and wow, the quality is "surprisingly" good! The leather has a nice grain, and the cracked leather overlays add cool texture. Throwing them on, they feel "exactly" like you'd expect: a bit rigid, but that ankle support is top-tier. Visually, this high-top "silhouette" is "unbeatable" for style. Compared to a Dunk High, the "Jordan 1" has more of that "bulky" heritage look. "Love" the mix of materials. "Don't love" that they crease easily – but that's part of the charm, right? Great for detail lovers, not for those who want a pristine shoe forever. 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.
