A cooling rack just needs to lift baked goods off the pan for airflow, the real differences are stackability, tight-enough wire spacing for small cookies, and whether it fits your half sheet pan for baking-and-cooling in one rack.
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Wilton
A cheap, reliable single rack with a nonstick coating and tight wire grid that won't let small cookies fall through. The feet are short, air circulation underneath is modest compared to taller racks.
Checkered Chef
Stackable, oven-safe stainless racks that double as roasting racks, buying two solves the cool-one-batch-while-baking-the-next problem. Stainless costs more than a basic nonstick single rack for what is fundamentally the same airflow function.
USA Pan
Sized to fit USA Pan's and most standard half sheet pans, with the same durable coated wire construction as their bakeware. If you don't already own their half sheet pan, the fit advantage is less relevant, any half-sheet-sized rack works as well.
Nordic Ware
Doubles as a true bake-and-cool rack, oven-safe for bacon or roasting, then pulls double duty cooling cookies. It is a single rack, not a stackable set, plan on buying two if you batch-bake often.
OXO
Comfortable folding legs and a nonstick coated grid make it easy to store flat between uses. The folding-leg mechanism is one more moving part that can loosen over years of heavy use compared to a fixed-leg rack.