Basketball players needing ankle support – obviously, this isn't it. Also, if you prefer super technical, modern designs, the old-school construction of this AJ1 Low might feel too basic. It's a style-first shoe, not a tech marvel. Now, a real con? The cushioning is minimal. If you're used to modern, pillowy sneakers, you'll feel the difference. The insole is pretty basic. This isn't a shoe for long walks or standing all day, in my honest opinion. It's a style-first, comfort-second kind of model from a different era. 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. The major pro here is the style, 100%. It's a heritage sneaker that never goes out of fashion. A potential con? The ankle collar can be a bit stiff at first. If you have wider feet, maybe consider going up half a size in this "Air Jordan 1 Low".