N.K.
My daughter is 2 and she has always had chubby feet. We've had to buy several shoes in a wide at Stride Rite. Their shoes aren't cheap, but they are well made and come in wides which is what we needed. I had a hard time finding shoes at cheap places like Target. Stride Rite carries Keds and some other shoes that aren't as expensive as some of the SR shoes. We've been able to find some shoes to fit her at Target just recently since her foot seems to be thinning out more on the top as she grows. They'll measure his feet there at SR. They say that there should be a thumb width at the end of their shoes for room to grow.
Good Luck!