Flat feet can be painful and make it difficult to find shoes, particularly dress shoes. Finding a comfortable dress shoe for your son who has flat feet to wear without discomfort is not an easy task. A lot of dress shoes are not orthotic friendly, and since your son is only going to wear the dress shoes sporadically, that is not much of an issue.
So what are you looking for? What do you want in a dress shoe for a boy with flat feet? One thing you do not want is the arch of the shoe to be too high as that will only cause your son’s feet to hurt. You want the material to be able to mold towards the size of your sons foot. Flat feet tend to be wider than the average foot so you do not want a narrow shoe, and you also need to have comfort and padding on the bottom of the shoe to mitigate stress on the foot. So below I have found a couple examples of what I believe are the best dress shoes for boys with flat feet:
Sperry Top-Sider Colton Penny Loafer– The low heel will help with the comfort your child should feel. It has the requisite padding needed as well as being made of leather to conform to your child’s foot.
Stride Rite Jefferson Oxford– This shoe is a different model than above but maintains the same characteristics you are looking for in a dress shoe with a boy who has flat feet.
Hush Puppies Oberlin Loafter– If your son’s feet hurt because they are flat, I highly recommend this shoe. This is one of the most comfortable dress shoes you can buy on the market. Just expertly made to provide your son the cushioning his foot needs.