The fit is true to size for me. The padding around the ankle on the Mid is noticeable—it's comfortable and gives good support for casual wear. The footbed isn't plush by any means, but it's not uncomfortable either. It's that classic, flat feel. If you're used to modern, cushioned sneakers, the Air Jordan 1 Mid might feel a bit firm at first. However, here's a potential con: the comfort. If you're used to plush sneakers like the Jordan 13 or even some newer retros, the Mid 1's firm midsole might feel a bit harsh for all-day wear. It's a shoe built more for style than supreme cushioning, which is totally fine, but you should know that going in. Let's talk pros & cons. Pros first: The style is undeniable – it's a classic. Price is relatively accessible for a "Jordan" series shoe. It's durable for daily beaters. A major con? The comfort, or lack thereof. The insole is basic, and that Air unit? You barely feel it. Don't buy these for performance or all-day walking comfort. Alright, so first impressions unboxing this "air jordan mid 1" 'Chicago'... the color-blocking is just iconic, right? The red, black, and white combo pops instantly. Checking the build quality on this pair - for the $135 price point - the leather feels decent, not the super buttery stuff, but it's clean. The shape and silhouette are exactly what you expect from the "Jordan" lineage. A solid, classic start.