The comfort is... it's an AJ1, you know? It's not plush like modern shoes, but the cushioning is fine for casual wear. The ankle collar on this Mid version offers decent support. Honestly, the Air Jordan Mid 1 is a classic for a reason—it's simple and it works. Now, the not-so-great part. The break-in period can be "real"—the heel and pinky toe area might rub for the first few wears. Also, that classic Jordan 1 outsole traction? It can get "slippery" on wet surfaces, so maybe not your go-to rain shoe. Just keeping it 100% with you guys. Major pros? Timeless style—you can't go wrong. The Mid is often more available & affordable than retro Highs. This specific color blocking is incredibly easy to match. Also, breaking them in is a breeze compared to some stiffer retros. It's a fantastic entry point into the Jordan world. 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.