Vs. a Jordan 1 '85 cut? This retro has a slightly different shape. Vs. something like a Jordan 4 or 5? The "air jordan 1 chicago" is way less bulky and techy. It's all about that pure, old-school basketball look. The pro is its timeless style. The con? Don't expect any cushioning tech here. It's a flat, classic experience. Potential con, though? The comfort level. If you're on your feet all day, this might not be your top pick. Also, that white leather and outsole? They’re going to get dirty, fast. You have to be prepared to maintain them. And at $180, it’s an investment for a shoe that prioritizes style over modern performance features. Alright, so the moment I opened the box, man... that classic ""Chicago"" colorway just hits different. The "Air Jordan 1 Chicago"'s red is so vibrant against the white and black. The leather on this 2022 version feels "solid"—not super plush, but it has a nice, classic grain. Holding it in hand, you just feel the history of the whole "Jordan series". Honestly, for around $180, the presentation alone is a win. Who should "avoid" these? If you're on your feet all day and need cloud-like comfort, look elsewhere. This isn't that shoe. Also, if you're not into high-tops or a more rigid feel, maybe try a Jordan 1 Low or a different model entirely. The "Air Jordan 1 Chicago" is about style and legacy first, function second. Just keeping it 100% real.