There are a lot of variables in this question - the biggest is your age, and in what situation you see him in most frequently. Generally speaking - you've got to get on his "radar" - find something he likes to do that there are a minimal number of people involved - and be there - as in an activity or hobby.
I had the exact same problem this year. And to tell the truth let it go. The guys in the popular crowd don't think for them selves they go along with what everyone else says or does. So even if he thinks your cute or something, he's gonna go for a girl that will get him popularity points. Not worth your time. I know thats not what you wanted to hear, but i know from experience