The fit is true to size, good width. The grip is decent on dry surfaces. Is it worth the price? For this colorway and quality, yes – if you love the design. But at retail or slightly above; I wouldn't pay a massive resell premium for the basic tech inside. Just copped this newer Jordan Air 1 'Mid' version in 'Wolf Grey'. At a lower price point (~$115), expectations are different. The materials are more synthetic, but the shape is still there! On foot, they feel... fine. It's a budget-friendly way to get the iconic look. If you're a purist about materials & OG highs, skip it. But for a beater pair? Not bad at all. Alright, let's get into these Jordan Air 1s in the 'Chicago' colorway. First off, the box is classic & the leather quality? Honestly, solid for a GR. That bright white & "Fire Red" combo just pops on camera! Sizing is TTS for me. The silhouette is, of course, iconic — but the real test is on-foot... which brings me to my next point. Potential con? The "tech is dated". If you're used to React or Zoom, the "jordan air 1" will feel flat. The leather can also crease pretty noticeably - some hate that, I think it adds character. Also, breathability isn't great. It’s not a performance shoe, so manage those expectations, folks. It's a lifestyle piece through and through.