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. Comparing it to the OG High version… you lose some of that iconic collar height, but you also gain easier wearability. For $115 USD versus the often-higher High price, it’s a trade-off many are willing to make. The core DNA of the Jordan 1 is absolutely still there in this Mid model. Opening this "Chicago"-inspired "Air Jordan 1 Mid", the colors really pop. The build feels sturdy, a good mix of leather and synthetic. Slipping them on, the ankle collar is definitely lower than the OG Highs – more mobility, but less support. Aesthetically, this shoe kills it with jeans or shorts. The major pro? It’s instantly recognizable as a "Jordan series" icon. The con? That classic, unforgiving break-in period. Worth it for style purists, not for comfort seekers. After wearing these "Sail" Mids all day, here's my take. They're stylish, they get compliments, and they're part of Jordan history. However, that flat, firm ride is real. It's a sneaker you wear "to look good", not necessarily to feel great. Perfect for casual outings, desk jobs, or class. Not ideal for long walks, standing all day, or if you have serious arch needs.

  • Shown: University Blue
  • Style: 555088-035

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Product reviews

Rating 4.5 out of 5. 8,008 reviews.

Characteristics assessment

Cost-benefit

Rating 4.5 out of 10 5

Comfortable

Rating 4.3 out of 5

It's light

Rating 4.3 out of 5

Quality of materials

Rating 4.1 of 5

popular

Assessment 4 of 5