M.B.
I honestly think some kids are just never really going to "like" school. My oldest thrives in that environment, but my younger son, whose much more of a free spirit also regularly says he "hates school". Personally, I didn't like it either - I just viewed it as a means to an end to get a good job. However, as an adult I am considering going back for my masters. I think folks that are more self-directed likely are the ones that just don't like school because you spend most of your day with people telling you what to do when. For some of us, the average school environment is very, very oppressive.
So, I don't have any really good suggestions, except to share your own views and experiences with school with your child and respect that they may never be entirely thrilled with the experience. Sometimes, they just need a sympathetic ear. Also, asking him if he wants to go to school may not be the best approach. Basically, you just need to tell him it's time to go to school and also it does help my son to talk about his next day ahead of time, so he can mentally prepare. That may be another issue for your son - being in a situation on a daily basis where he has little control over his activities. I've also told my son that if he ever makes a million dollars (i.e., wins the lottery, writes a bestseller, etc.) then he can then make his own decision about whether or not he goes to school. But, until he can financially support himself or is 18 and no longer living at home, then he has no choice but to go to school.