Who should pass? People needing arch support or maximum cushion – try a Jordan 13 instead. The Air Jordan 1 Chicago is about look and legacy. It's a solid release, true to the '85 spirit. Just manage your comfort expectations, and you'll love it. Thanks for watching! Who should maybe pass? If comfort is your #1 priority, look elsewhere within the Jordan series. Also, if you're on a tight budget—$180 plus potential resale is a real investment. There are more comfy or affordable daily drivers out there. First impression? The "air jordan 1 chicago" box alone gives you chills. The shoe's silhouette is just perfect. I'm putting these on, and the fit is true to size with a snug, secure wrap—classic break-in period ahead. Compared to newer "Jordan" models, the tech is basic. Pros? Timeless style, unmatched legacy. Cons? The stiff sole. It's perfect for style & casual wear, not for long days on your feet, in my honest opinion. Walking around in them, you feel connected to the ground – they're not heavy, but you know you're wearing shoes. The flat outsole is great for casual wear. Visually? Every angle is a winner. The Chicago colorway is "so" versatile. I think this Air Jordan 1 might be the most photogenic sneaker ever made, honestly.