Critically speculates on points of affinity and difference between musicological writings and the musical practices they attempt to represent, on the one hand, and the operation of deconstruction (defined in terms of the differential structure of our grip on presence and plenitude), on the other hand. Two prominent instances of misreading Derridean deconstruction in the context of musical writing (Rose Rosengard Subotnik and Kevin Korsyn) are outlined. This is followed by a brief description of music’s peculiar resonance with Derrida’s model of language; an argument that will be crafted across the terrain of music’s modern philosophical history (via Kant, Schopenhauer, Nietzsche, Adorno, among others). The last section of the essay considers how the internal movements of actual musical pieces can (and cannot) articulate with deconstruction; a process that will figure deconstruction as mode of listening. Examples include moments in Mozart, Beethoven, Schubert, Babbitt, Cage, Ligeti, Lachenmann, and others