The purpose of this study was two-fold: (1) to identify how school factors were related to perpetration of dating violence among adolescents; and (2) to assess how these factors may reduce or exacerbate the relationship between parental domestic violence and adolescents' perpetration of dating violence, while accounting for individual and family characteristics from early adolescence. Three waves of data from the "Welfare, Children, and Families: A Three-City Study" were used (N = 765; Ages 16-20 at Wave 3). Lagged Ordinary Least Squares multiple regression techniques were utilized to examine the link between perpetration of dating violence and school factors. Results are presented separately by adolescents' sex and ethnicity-by-sex. Early involvement with antisocial peers and an increase in involvement with antisocial peers over time were linked to perpetration of dating violence for males, females, African-American females, and Hispanic males. Lack of school safety and academic difficulties during early adolescence exacerbated the impact of parental domestic violence exposure for African-American males and Hispanic males, respectively. Early school involvement, surprisingly, exacerbated this impact for Hispanic females. Implications for the prevention of perpetration of dating violence are explored.