Just because you have to dress up doesn’t mean you have to be uncomfortable. Zappos offers a great selection of men’s dress shoes that are not only stylish but also boast arch support, cushioned heels, and breathable liners, making them comfortable enough to wear for hours on end.

For this roundup of the best men’s dress shoes, we focused on options that strike a balance between comfort, quality, and affordability, with prices ranging from $50 to $200. Each pair offers durable craftsmanship and timeless style, with varying selects featuring handsome leather, attractive color options, and — most importantly — exceptional comfort. Many of the top picks come from trusted brands like Cole Haan, Calvin Klein, and Steve Madden.

Whether you’re dressing business casual to head into the office, going to happy hour, or attending a formal event like a wedding or black-tie affair, there’s a stylish option here for every occasion. Explore some of the most comfortable dress shoes for men below!



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