23 Best Casual Shoes for Men, Tested and Reviewed by Style Experts

Cole Haan's Shortwing Oxford has been a go-to shoe for business casual wardrobes for some time now. It's the perfect mix of cushioned comfort and timeless sneaker style.

I’ve been wearing these classic, best-selling Cole Hann dress sneakers since 2021, to the office or any office-adjacent events—happy hour, client meetings, etc. I love that they’ve got the uppers of dress shoes but the footbed of sneakers—it’s the best of both worlds, really. And on more than a few occasions, I had to wear these for hours on end, and their added comfort from the EVA midsole and patented cushioning has never failed me once. And they look incredibly on-point with jeans for a true business casual vibe.

What Do Buyers Say? "They are the perfect blend of a dress shoe silhouette and the comfort of a sneaker. It's one of my favorite pairs of business casual shoes that can take you from a client meeting, to out on the town, and lounging around," says lifestyle influencer Steven Fingar.