The shape on this release is on point! On foot, it’s a bit narrow, so if you have wider feet, you might want to consider going up half a size. The leather creases easily, but that’s part of the charm with Jordan 1s. It tells your story. Putting these on... wow. The "Air Jordan 1 Chicago" feels exactly as expected: structured, supportive, but honestly, not "cushiony" by modern standards. The ankle collar locks you in. If you're used to newer sneakers, the "break-in" period is real. Still, that classic look on-foot is "unbeatable". A true icon in the Jordan lineage. So, final verdict? If you can get it for retail or a decent resale price, I say go for it. Holding this shoe, you feel the heritage of the entire "Jordan series". It's not the comfiest, but the look, the history, the sheer versatility... it's a 10/10 for me. A must-have, honestly. Comparing it to other Jordan 1s I own... the "air jordan 1 chicago" just hits different. It's the OG. Next to a 'Shadow' or a 'Mocha', the Chicago red is just "more" vibrant, more iconic. The white midsole stays cleaner-looking longer than a sail/aged one too. In the entire Jordan series, this is arguably the most important colorway. Having it in-hand just confirms that.
