In the nineteenth century, Enlightenment philosophy and modern political thought found tough opposition in the Roman Catholic Church. Liberalism was associated with Free Masons conspiracy and revolutionary intent. Nonetheless, liberalism and political economy induced the Church to develop some theoretical analysis and specific theoretical positions in terms of social philosophy and social economics. This paper presents an analysis of encyclical letters and writings of Catholic scholars, to elaborate on the theoretical points used to contrast liberalism. Compromises, as well as turning points in the evolution of the Catholic position, are investigated. Lastly, the epistemological and historical reasons for the affinity of Roman Catholicism with ethical liberalism and the limits of this similarity are discussed.