The break-in period is real—the toe box area is snug initially. The advantage? Once they mold to your foot, the lockdown is secure. The downside? If you have wider feet, going up half a size might be smart for this specific Air Jordan 1 Chicago release. The craftsmanship here is solid. No major glue stains or wonky stitching on my pair. The leather will crease—that's part of the charm—but it should age nicely. Putting it next to my other Jordan 1s, the "Chicago" colorway just has a different level of gravity. It's the blueprint. For the current resale price? Weigh your options carefully. Okay, let's get this box open! First impression? That iconic red just "pops" – it's even brighter in person. The leather on this Air Jordan 1 Chicago feels nice, definitely a step up from some recent retros. For $180, you're paying for the legend, and the build quality here seems solid. I'm excited to put these on. On foot in natural light? The white leather panels really pop against that vibrant "University Red." The Air Jordan 1 Chicago is a shoe that looks "even better" on foot than in the box. It's simple, but it commands attention. Compared to newer Jordan 1s, the shape here feels more authentic, more true to the original.