In 1A through 3A:
Le-Win, Wilmington, and Byron all win if they establish the line of scrimmage early and play their style of football (pretty obvious, I know). I think athletically the best matchup is Unity vs Byron and x's and o's wise, the best matchup is Brown County vs Le-Win.
Wilmington and Maroa Forsyth is a "clash of styles" matchup and M-F has struggled with run teams. That is a great uniform matchup though - see View from the West Podcast "Uni-View" episode.