For super general releases, maybe wait for a slight sale. But listen, you're buying a piece of history every time you cop an "Air Jordan 1 Retro". That's the real value, in my opinion. Sliding these on... yeah, that's the "Jordan 1 Retro" fit we know. The ankle collar is high and supportive – love that – but the cushioning? Let's be real: it's firm. If you're coming from something like a React or Boost shoe, you'll notice the difference immediately. For me, the snug fit is perfect, but if you have wider feet, breaking these in might be a bit of a chore. Just being honest! So, I just got these in. The "Air Jordan 1 Retro" 'Mid' 'Chicago Black Toe'. Even as a Mid, the shape is great. For $135, it's a more accessible entry into the silhouette. On foot, they feel the same as the Highs: stylish but firm. The ankle support is less, which some might prefer. They look sharp with jeans or shorts. Honestly, the main advantage is the price point and classic color-blocking. Disadvantage? Same old, non-supportive footbed. A good option for a budget-conscious fan. Opening this box, the Chicago colorway of the Air Jordan 1 Retro is just iconic, right? That white/red/black combo is timeless. Sliding them on, you notice the ankle support immediately – it's a structured shoe. Compared to newer Jordans, the tech is basic, but that's the point! Pros? Versatility and history. Cons? The leather can crease easily. For $200, it's a cornerstone for any collection, but maybe not for your long walking days.