C..
It could be allergies - sometimes post nasal drip gets into the tummy and causes upset.
It could be that he has a virus.
It could be that he wants some attention and because he has a sick sister, he knows that illness will get him some attention.
It could be that he's not handling everything that is going on in his life and he's stressed.
It could be that he's worried about going back to school and he doesn't know how to express himself. he may think that his issues aren't as big as the issues others are facing in his family, so he's pushing it down... which is causing a physical manifestation.
What do YOU think is the problem?