This chapter explores the prevalence of postsecondary student-college match for students enrolled in special education coursework and/or participating in Individualized Education Programs (IEPs) at the secondary education level. Utilizing data from the Education Longitudinal Study of 2002, this chapter examines alternative student-college match scenarios and addresses the gap in research specific to college match and students in special education services at the secondary level. Findings indicate a significant disparity between the highest potential institutional option and actual enrollment for students who were enrolled in special education services during high school. As a whole, more students with disabilities undermatched. For this research, notable findings included that for students who enrolled in special education coursework in high school, students identifying as Black, Hispanic, or of low socioeconomic status had the greatest percentage of undermatching. Additionally, of students who utilized IEPs within high school, students identifying as Hispanic, Black, and Asian or middle socioeconomic status had the greatest percentage of undermatching.