Paulo Freire and Lorenzo Milani are considered as key figures in a number of Southern European countries for providing signposts for a critical approach to education. In this paper I will view their ideas and biographical trajectories comparatively to glean some important insights for a critical pedagogy. The common theme throughout this comparative analysis is that of education for social justice based on critical literacy. The paper also deals with such themes as the relationship between education and politics, the relationship between education and life, the collective dimension of learning and the ability to read as well as write the word and the world.