Adolescent bullying is a concern for adolescents, parents, teachers, school officials, and the general public. The purpose of the study is to apply Bronfenbrenner's ecological systems perspective and explore factors that are correlated with bullying perpetration and victimization among 638 urban African American adolescents in Chicago's Southside. Bullying victimization and perpetration are found to be influenced by microsystem-level factors, such as exposure to delinquent peers, teacher support, and neighborhood disorganization. An intervention strategy that involves teachers is particularly important. Anti-bullying intervention and prevention programs in urban schools need to account for the unique situations of urban African American adolescents.