The proximity of philosophy and literature has been endured since the dawn of time, both holding their stand among the critical thinkers from the ancient age to the modern time. A wide range of schools and thoughts have come to the stage of philosophy, one of the last ones being the Frankfurt School, whose notions target the social life of human beings and their interpersonal connections, which have been affected by the tragic events of the twentieth century. Jurgen Habermas, as (...) the prominent figure of the Frankfurt School, turns down the challenging thoughts of his peers and expands the theory of “Communicative Action” through which he propounds the essentiality of reason and the importance of a constructive interaction among people with different social classes using a common and practical language. The post-war literature and specifically drama of absurd being known with significant figures like Samuel Beckett found a widespread prominence not only in the field of literature but also extended toward other fields like philosophy. In this analysis, through the works of Samuel Beckett, known as the predecessor of the absurdist drama, the dichotomy of ideas between the death of communication posited by Beckett and the efficiency of language supported by Habermas have been investigated. (shrink)