It's firm – not "uncomfortable," but you feel the ground. If you're used to React or Boost, this will feel different (and maybe a bit stiff). Also, some colorways use smoother leather that can crease easily. It's a natural look, but if you're super picky about that... just a heads-up! Just opened these, and the colorway is what sold me – sometimes the Air Jordan 1 Low just gets the best simple palettes. First wear? The insole is basic, but the overall construction feels solid. They look even better on foot than in the box, in my opinion. If you compare it to an Air Force 1, the AJ1 Low is noticeably lighter and less bulky. The advantage here is pure, simple style. The disadvantage? That classic feel means classic, minimal cushioning. For around $100 USD, it's a fair deal for a legend. Ideal for someone building a versatile sneaker rotation. Not ideal for long standing sessions, to be honest. Got my hands on the classic Air Jordan 1 Low 'Chicago'. The red just hits different, honestly. Unboxing it feels nostalgic. On foot, it’s the same familiar, flat-footed Jordan 1 experience – not plush, but supportive. The biggest advantage is the iconic look. The potential downside is that everyone has a version of this. But if you want "the" original colorway in a low, here it is for $110. Opening the box, this "Air Jordan 1 Low" colorway really pops. The contrast stitching is a nice detail. On my feet, the fit is secure—no heel slip. I’ve worn other Jordans, & this low version is by far the most low-key & wearable for errands or casual hangs. The advantage is its sheer versatility. The disadvantage? The insole is pretty basic; you might want to swap it for something more supportive. Perfect for beginners in the sneaker game or anyone wanting a classic silhouette.