Our tester wore 10 different styles over the course of a few weeks to determine the most comfortable dress shoes for men. Here's what made our list.

Rather than referring to a type of shoe, a wingtip refers to a detail often found on formal or dress shoes. Depending on your viewpoint, a wingtip shoe contains an ornate M or W detail on the toe box.

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Cole Haan is starting 2025 with a bang. Now through Jan. 21, the brand is offering an extra 25% off stylish shoes, jackets, ...

Bottom view of an airplane in flight. Flat vector illustration isolated on blue background wing tip shoes stock illustrations Bottom view of an airplane in flight against a blue background,... Bottom ...

The pair is created exclusively for Macy’s. Here is how the brand presents this one: "Improve your style in a handsome, modern way with the smooth faux leather uppers and timeless-meets-current look ...