The initial stiffness is real, especially in the ankle. If you prioritize immediate, cloud-like comfort – these aren't it. They're built for style and a bit of court heritage, not for all-day walking comfort right out of the gate. Just being honest! Now, the real talk - potential cons. The cushioning is basic. If you're on your feet all day, this isn't your shoe. The leather quality can vary by colorway; some might feel a bit stiff. Also, as a "mid 1", it doesn't have the exact same cultural cachet as an OG High for some purists. It’s a classic, but know what you're getting: a heritage design, not modern tech. 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. So, final verdict? For the price—often under $140 USD—I think the Air Jordan Mid 1 offers serious value. You're getting a piece of sneaker history with modern wearability. It's a confident recommendation for a style-focused wardrobe. Just go in knowing the comfort is more "retro" than "modern boost." If that's cool with you, you'll love 'em.