It goes with everything. The con? That same classic build means it's not the most comfortable for all-day wear – the footbed is pretty flat. If you need arch support or plush cushioning, this isn't your shoe. It's for the look, not long-distance comfort. Check out this pair: the Jordan 1 Craft 'Inside Out'. The concept is cool—you see the raw foam edges, flipped Swoosh. In hand, the deconstruction feels premium. On foot, comfort is similar to a standard High, but the look is what you're paying for ($150 USD). It’s a conversation starter. Pro? Unique take on a classic. Con? Not for the traditionalist. If you have a few OG jordan air 1s and want something different, this is great. If it's your first Jordan 1? Maybe start with a classic colorway. Alright, let's get into these Jordan Air 1 'Chicago' lows, priced at $150. First impressions? The box and presentation are classic. The color-blocking is just iconic — that white leather base with the red and black hits is instantly recognizable. On foot, it's a bit stiff initially, but that's normal for a Jordan Air 1. For me, the silhouette is the real star here — it just looks so clean from every angle. Okay, let's talk about this Jordan Air 1 "Royal" pair. Opening the box, that blue just pops! The build quality seems consistent with recent releases – no major flaws I can spot. Once I laced them up, I noticed the break-in period is real; they're a bit stiff initially. The flat profile feels great for driving or just hanging out. The advantage here is the iconic status – it's a piece of history. The downside? They crease easily, which bothers some people. Personally? I love 'em. If you're into the heritage of the Jordan series, this is a no-brainer.