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Recent research suggests that the choices students make about where to attend college are critical to their likelihood of completing a degree. The current study focuses on the college choices of African-American graduates of the Chicago Public Schools (CPS), and in particular, the choice to attend a Historically Black College or University (HBCU). Using administrative data, the effect of choosing to enroll in an HBCU on college persistence is estimated. The results show a statistically significant treatment effect across multiple specifications that incorporate propensity score stratification. Graduates who possess weaker qualifications for college appear to benefit the most. This study joins a growing body of research suggesting a continuing role for minority-serving institutions in the education of racial/ethnic minority youth.