This article investigates vulnerabilities in transitions from secondary and tertiary education to work among the indigenous Mapuche youth in Chile. The study draws from 2014 social survey and qualitative in-depth interviews of indigenous students in secondary and higher education focused on the magnitude of accumulative disadvantages and the decision processes involved in their choice of future life-paths. Despite socioeconomic convergence with the non-Mapuche population, the results reveal the importance of urban economic conditions and previous educational disadvantages in shaping the aspirations of Mapuche youth.