Despite high overall levels of educational attainment, European countries continue to face persistent inequalities in educational opportunity rooted in social origin. This article synthesizes findings from nine case-study countries in the LEARN project to examine how individual social background, educational systems, and spatial contexts jointly shape educational trajectories. Drawing on high-quality longitudinal survey and register data, the contributions analyse key educational transitions and assess the role of school, classroom, and neighbourhood composition across diverse welfare regimes and tracking structures. Across all countries, individual socioeconomic background emerges as a strong and consistent predictor of educational outcomes. Contextual effects at the school, classroom, and neighbourhood level are also evident, though generally more modest and highly contingent on institutional settings, particularly the timing and rigidity of tracking. Early selection systems substantially limit the potential for later compensatory effects. Overall, the findings highlight the importance of early interventions, institutional design, and policies addressing social and spatial segregation to reduce educational inequalities across Europe.