Background/Context: Undocumented youth navigate unwelcoming federal, state, and local contexts in the United States. Although previous research shows the significant impact of immigration policy and enforcement on educational outcomes and social-emotional well-being, this study sheds light on the multiple, intersecting policy, and school contexts that hinder social and educational mobility. Purpose: The purpose of the study is to elicit Latinx undocumented immigrant youth experiences in a southern state to contribute to evolving research on their experiences in K-12 schools. In addition, the purpose was to understand how undocumented youth (a) talk about the policies that impact their daily lives, (b) perceive the organizational-level structures that exist to support them in school and community contexts, and (c) articulate a sense of belonging through their community and school interactions in relation to processes of racialization and its impact on immigration status. Conceptually, the paper uses a multilevel, interactional framework to show the impact of racialization of Latinx undocumented immigrants in policy, school, and community, and relational contexts. Research Design: The study is a 3-year critical ethnography of two Title I high schools in the U.S. South that maintains particularly restrictive policies toward immigrants. Fieldwork from two school sites and interviews with 63 undocumented youth, and relevant personnel deepen our understanding of their status of illegality—specifically how their material lives are impacted by policy and institutional-level dynamics and constraints. Conclusions/Recommendations: The author shows how youth voice through ethnographic evidence counteracts anti-immigrant policies and criminalization of Latinx immigrants; youth critique social policy and institutions that seek to limit their progress in society. The implications for policymakers, educators, and school-based personnel is significant Although legal status may impose certain limitations on undocumented students’ educational opportunities, their educational trajectories are still highly determined by school structures. Knowing this, educators can respond effectively to ensure educational rights and equitable educational practice.