The "air jordan 1 chicago" goes with literally everything. My one gripe? The price keeps going up on the resale market. If you can grab it for retail, do it. It’s a cornerstone of the entire Jordan series, period. Alright, let's get into these. First impression out of the box? The "Air Jordan 1 Chicago" colorway is just "iconic". The white leather panels feel premium, and that "Varsity Red" just pops against the black Swoosh. For a retro, the shape on this 2022 release looks great straight away. It's a classic for a reason. Honest time: the "Air Jordan 1 Chicago" isn't the most comfortable shoe in my rotation. But that's not why you buy it. You buy it for that instant recognition, for that history. Every detail, from the "Nike Air" tag to the Wings logo, is executed flawlessly. It's a $180 USD masterpiece of design. A must-have? For purists, absolutely. Pros? It's the ultimate sneaker icon, period. The colorway is timeless & goes with literally "everything" - jeans, shorts, you name it. Durability is also a big plus; the materials on this OG High version are built to last through a lot of wear. It's a piece of history you can actually walk in.