The study of politics in a systematized way sprawls in the historic treatises of both Kautilya and Aristotle. The universal appeal in the ideas presented by both, labels them as political marvels, keeping the significance of contextual truths of society. Aristotle and Kautilya teach us the values of self-fulfilment and self-achievement. This paper is a humble attempt to widen the canvas of comparative study of both astutepolitical philosophers, teachers and mentors. The present zest of political inquiry to the comparative study between both would have far-reaching implications to the body of knowledge. Both, Politics of Aristotle and Arthashastra of Kautilya are the seminal contributions to the study of politics.