Chunky outsole might not be for everyone Cole Haan makes some of the most comfortable dress shoes, and it’s no surprise the ZERØGRAND wingtip oxford equally ... shade of gray also compliments ...

Shop Now Among the best dress shoes on sale is the Wingtip Oxford, marked down 31% off. It's so versatile, I've worn it almost everything including the office, dinner, and even a loved one's nuptials.

From sleek Oxfords to supportive slip-ons, we put the best men’s dress shoes to the test to find the perfect pair for every occasion.