If you prioritize plush comfort above all else? Look elsewhere. The Air cushioning is minimal by today's standards. After a long day on your feet, you'll definitely feel it. I love my Jordan 1s, but I'm not grabbing them for all-day travel or a festival. They're more of a style-over-comfort pick. Alright, let's get into this. Just unboxed the Nike Air Jordan 1 'Chicago'... and wow, man. That classic silhouette? It never gets old. For around $180, you're getting a piece of history in a box. The leather feels decent, the red just "pops", and the build quality is solid for a retro. A straight-up icon, no question. Alright, let's get into these "new" Air Jordan 1 Mids, the 'Bred Toe' colorway. First off, the color-blocking is "so" clean—a classic Chicago mix with that black toe box. For $135 USD, the leather feels decent right out of the box. Sliding my foot in, the fit is true to size with a snug, "classic" AJ1 feel—it's not plush, but it's supportive. Honestly? This is a perfect starter Jordan or a great daily beater. If you need max comfort, look elsewhere, but for style and history, it's a solid pick. Just unboxed the "'Bred Patent'" version. Wow, that shiny red leather pops under the lights! However, that patent material "can" crease more noticeably. It's a sacrifice for the style. At around $200, this "Jordan 1" is a statement piece - perfect for collectors who want that extra flash.