Eliot`s Christianity is not very orthodox when he says that one may become a Christian partly by pursuing scepticism to the utmost limit. St. John of the Cross is suggested by Eliot as one of the exemplary cases for would-be religious poets, in whose poems the emotion is so directly the consequence of the idea that the personality of the author is, somehow, annihilated. Paradigm shifts in Christian mysticism may be summarized as follows: (1) the spiritual, or affirmative, journey to God that occurs within the paradigm set by Christian revelation and culminates in affirmative or negative theology, what will be termed normal mysticism; (2) the apophatic way that also traces the soul`s path within tradition but that pushes beyond divine properties and names into the nameless dimension of Christian mystery, to a transitional state; and (3) the path of breakthrough in which the soul extends beyond accepted Christian doctrine to a place of nothingness and to an extraordinary mysticism, where new dimensions of reality are born. I try to follow and match Eliot`s poetry along with the paradigm shifts in Christian mysticism in this paper: (1) "The Hollow Men" and Ash-Wednesday with normal mysticism, (2) Ariel Poems with transitional state, which means that the unity of Ariel Poems derives in large measure from Eliot`s experience of transitional mysticism culminating in the divine abyss and (3) Four Quartets with extraordinary mysticism including Derrida`s mysticism.