Leaving (2007), the first play written by Václav Havel since the start of his political career in 1989, is a theatrical tour de force that categorically defies generic classification. In this article Katie Fry draws on methodologies of theatre semiotics and intertextuality to elucidate the semantic complexity of Havel’s highly unconventional play. Leaving is analyzed in terms of its engagement with intertexts, its incorporation of ‘real-life’ material from Havel’s political and artistic careers, and its subversion of theatrical conventions. Katie Fry is a PhD Candidate at the Centre for Comparative Literature, University of Toronto. She has worked as a translator and dramaturg for independent theatre projects in Madrid and Toronto. Her dissertation project examines the attribution of religious import to theatre, opera, and literature in nineteenth- and early twentieth-century Europe. She holds a doctoral fellowship from the Social Sciences and Humanities Research Council of Canada.