If you are a half size, definitely go up. not a huge deal, just a tad unsightly. Also appearance is nice and very comfortable for his ears. You wont go wrong. No biggy bc it still sounds good but what happened. The foot bed on these was so slippery that they did not provide secure support. Unfortunately these are advertised as 24" but are actually 23 5/8. I simply cut off the laces and the shoe still securely fits. These are supposed to last longer. The reason I’m giving it a 2 star review is that the sole was so slippery on my dry kitchen floor that these aren’t safe house sandals for me.