The current study aims to explore whether the protective factors identifed in the research literature for Black sexual minority adolescents in urban neighborhoods are similar to those of their heterosexual peers. Participants for the study consisted of 638 Black adolescents, aged 12 to 22 years, who resided in four neighborhoods in Chicago’s Southside. Findings indicated that for sexual minority adolescents, government assistance was negatively correlated with perceived school safety while having caring teachers was positively associated with perceived school safety. For heterosexual adolescents, caring parents, a lower level of peer victimization, caring teachers, and bonding to school were positively associated with perceived school safety. However, perceived connectedness to the neighborhood was negatively related to perceived school safety. Except for caring teachers, protective factors were not signifcantly associated with perceived school safety among sexual minority adolescents as they were for heterosexual adolescents. Overall, fndings from the study demonstrate that although identifying protective factors is critical; for Black sexual minority youth, it is especially important to consider macrosystem-level factors that would impede feeling safe in school, such as the presence of racism and homophobia in the school environment.