Youth with disabilities have much lower participation rates in postsecondary education compared with youth without disabilities. There is a need to understand ecological factors that influence their differential participation. This research examined the impact of parental receipt of welfare on postsecondary enrollment among youth with disabilities. Through a multivariate linear probability analysis of the National Longitudinal Study of Adolescent Health (Add Health), receipt of welfare benefits was observed to predict nearly one third of the adjusted probability difference in attending postsecondary education between youth with and without disabilities. The effects of parental and school characteristics on the probability of attending postsecondary education are also explored, and implications for service providers, practitioners, and researchers in transition to adulthood are discussed.