True to size for me. The leather needs some wears to soften up — that's the honest truth. Once it molds to your foot, the fit is great. The "advantage" is the lockdown; your foot isn't sliding around. But if you have wider feet, this might feel restrictive. For $180+, you're paying for the iconic Chicago配色, not for cutting-edge comfort. Manage those expectations. Putting these on, the "Air Jordan 1 Chicago" feels incredibly light. The break-in period is real—they're stiff at first. Visually? Unbeatable. They pop with "any" outfit. Compared to other Jordans, like a 3 or 4, these are definitely less comfortable for all-day wear. But style-wise? They win every time. Unboxing these — that classic Nike box, the tissue paper — it’s a whole experience. The 'Air Jordan 1 Chicago' just screams heritage. On feet, the ankle support is great, but yeah, they’re stiff. Honestly? I love them for what they represent. Not my go-to for all-day walking, but for a casual flex? Perfect. That $180 price tag is steep, but understandable. Comparing this to my other Air Jordan 1 colorways, the "Chicago" just feels special. The color palette is so clean and powerful. On foot, it's true to size with a snug fit. The major downside? That $180 is a lot for a shoe with 1985 technology. You're paying for the legacy, not groundbreaking comfort.
