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. 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. Yo, what's up everyone? Just copped the Jordan Air 1 Mid 'Shadow 2.0'. First thing I noticed out the box was the "quality"—the grey nubuck is really nice! Pulling these Air 1s on, the fit is snug and supportive right away. Visually, they're super versatile. Compared to a bulkier Jordan 4, these are way more sleek for everyday wear. Major pro: goes with "everything". Con? That stiff out-of-box feel. Great starter sneaker, but hardcore comfort seekers might wanna skip. Honest take: The Jordan Air 1 is a legend, but it’s not for "everyone". If you prioritize supreme comfort above all else, maybe look at the Jordan 3s or some New Balance models. But for that iconic, street-ready style—the Jordan 1, especially around this $180 price point, is still a solid entry in the Jordan series.