That jordan air 1 fit is snug, true to size. The support around the ankle is fantastic. Now, comfort-wise... it's a vintage basketball shoe. Don't expect modern foam clouds — it's firm! But, for daily wear / casual use? Honestly, I love that classic, grounded feel. The weight feels just right, not too heavy at all. Comparing these to other Jordans - if you're used to the cushioning in a Jordan 3 or 11, the Air 1 will feel firmer. It's a flat, cupsole feel. But that's also why they're so great for style. They sit lower on the foot and have that sleek profile. For pure comfort tech, look elsewhere. For iconic style? The Air 1 is still king for many. Big pro? Style – 100%. These are a wardrobe staple. Another plus is durability; that solid rubber outsole and simple construction mean they'll last. The Jordan Air 1 is a tank for daily wear. As a foundational sneaker in any collection, it’s hard to beat. They just go with everything, simple as that. 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.