Cultural criminology underscores the relevance of understanding the meaning, power, and existential accounts of crime and crime control. From this perspective, any justice system rooted within a society is not the mere executive of legal dispositions, but also a source and carrier of meanings, especially regarding justice, fairness, and order. Neoliberalism is thought as the foremost politico-economic and cultural system nowadays, with local and international studies agreeing in that such model of society is characterized by social inequality and disembedded individualism, tending to overshadow any alternatives to its worldview. Consequently, while Chilean juvenile justice system formally subscribes to international agreements in favor of respecting the rights of young people, Chile, as a renowned neoliberal country, renders logics of practice founded on deep-rooted individualistic cultural values. This chapter claims that these values make sense in the current Chilean way of managing the juvenile justice system, which appears to generate “traps” of individualism. This situation pressures the challenge of exploring alternative perspectives to contest mainstream ways of practicing youth justice. Drawing on a restorative justice perspective and a “critical social control” approach, the present manuscript suggests alternatives to conducting justice based upon empathetic skills and culturally diverse approaches. In doing so, the present chapter conceives alternatives both able to be studied and implemented, arguing that when such important institutions demonstrate different practices, it will indicate that such society as a whole began to be transformed.