Comfortable Men's Dress Shoes

Dressing up should never be uncomfortable. Rockport makes sure you look your best, without feeling like you want to get home to kick off your shoes. With our exclusive Total Motion technology, comfortable dress shoes are a given; they’re carefully crafted with advanced engineering. Browse our men’s leather shoes, including dressy oxfords, slip-ons, and more, to find the right dress shoes for you.

Men’s Black Dress Shoes

Black dress shoes are a natural choice when you’re headed to a wedding or an interview, but they find a home in your day-to-day outfits too. Pair a nubuck pair of black dress shoes with jeans, or choose a dress casual style that toes the line between work and weekend. We offer comfortable dress shoes in extended widths, too, because you should never sacrifice getting the right fit.

Men’s Leather Shoes

When you want the most versatile footwear around, turn to men’s leather shoes. Leather offers durability and is easy to care for, making it last longer, so your footwear goes further. Select waterproof leather shoes when you need a one-and-done shoe for your closet, and if you want to stock up on this versatile choice, see what’s on sale, from dress to casual to boots.