This ‘Chicago Black Toe’ inspired one? It’s a winner. While it’s not the original, it captures that vibe for a fraction of the resale price—just $115 USD retail. That’s a major advantage. It lets you rock a legendary look without taking out a second mortgage. That’s a big deal. 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. Final verdict? I’m keeping these. For the price, the style, and the versatility, the "air jordan 1 mid" is a win in my book. It’s a piece of sneaker history you can actually wear regularly without too much stress. It’s not the most exciting release, but it’s a reliable, classic option. If you like the colorway and the silhouette, you really can’t go wrong. Let's talk about actually wearing these. I've got the "Air Jordan 1 Mid" 'Shadow' on feet now. The fit? True to size for me. Comfort is... well, it's an AJ1. You're getting that classic, firm feel—not super plush like modern shoes. The ankle collar on the "Mid" is perfect if you find the High a bit restrictive. For $120, you're paying for the look and legacy.