This chapter aims to examine how Augustine appropriated Cicero’s philosophical thought. The first section studies the role of the Ciceronian protreptic Hortensius – the eudaimonism and the post-mortem destiny of the soul – in Augustine's philosophical project. The second analyzes the imprint of the philosophical dialogues of Cicero on Augustine’s early “Dialogues of Cassiciacum” (Contra academicos, De beata vita, De ordine, 386 ce); this influence is obvious in their literary genre and in the major philosophical topics they deal with (epistemology, ethics, providence). In his late masterpiece the City of God, Augustine discusses several Ciceronian notions (fate and foreknowledge; populus and respublica; passions) and translates them into a Christian framework: this is the focus of the third section. The last section outlines the evolution of Augustine’s judgment on Cicero, whom he considered a defender of the Neo-Academic position on the one hand, and, on the other, as a spokesman for Platonic philosophy.