That lower cut makes it easier to style with different pants compared to the Highs. The outsole grip is good for everyday use. However, the insole is pretty basic – I'd recommend swapping it for something more supportive if you're planning on being on your feet all day. It's a trade-off for that classic, clean aesthetic. Here's a real pro: you can actually "get" these. Unlike some crazy hyped Jordan releases, many Air Jordan 1 Mid colorways sit on shelves or online. That's a huge plus. The pair I have is the 'Light Smoke Grey' -- super wearable. You're paying for the iconic look without the crazy resale hassle. In my book, that's a major win for anyone wanting that Jordan 1 vibe. On feet, this 'Chicago' "Air Jordan 1 Mid" looks amazing. The red really pops! Compared to the OG High version, the "Mid" lacks some of that top-tier ankle support, but honestly? For casual wear, it’s totally fine. A huge pro is the easier on-and-off. A con? That break-in period can be a bit stiff. Big pro of the Air Jordan 1 Mid? Versatility. This 'Black Toe' colorway goes with literally everything—jeans, shorts, joggers. The leather wipes clean easily. The cons? That classic Jordan 1 sole is flat and firm. If you need arch support or plush comfort for all-day wear, you might wanna look elsewhere.