The paper aims to elucidate the elementary premises of Ludwig Wittgenstein’s Philosophical Investigations based on the principle of “language games” through the prism of intertextuality within which his book leads an active dialogue with other texts, by its content belonging to the field of philosophy of language. Wittgenstein’s theory in which examined are the questions of the essence of language, philosophy and meaning, intertwines with the most relevant linguistic movements and theories – especially when the problem of specific perspective on the world is considered, the comparison of language and chess game, as well as the thinking about the inner language, a relation between language and thinking and deep and surface structures. Wittgenstein is being linked to Humboldt, then with the founder of general linguistics de Saussure, Vygotsky and his work Thinking and Speech, and Chomsky’s generative-transformative theory. Since Wittgenstein’s philosophy as a specific paradigm had a response in literature, Julio Cortázar’s Hopscotch, being a representative of postmodern novel, will be used as a form of language review and illustration of the described philosophical game.