This chapter examines Pablo Neruda’s deep and complex relationship with the Soviet Union, as reflected in his memoirs Confieso que he vivido: Memorias (I Confess That I Have Lived: Memoirs, 1974). It explores the poet’s encounters, reflections, and evolving perceptions of the country, its people, and their connections to Chile. It analyzes Neruda’s initial fascination with Soviet socialism and communism and his gradual disillusionment with certain aspects of the regime under Stalin’s leadership. The chapter delves into the complexities of the poet’s political and personal allegiances reflected in his encounters with the prominent figures of the Soviet intelligentsia, such as Ilya Ehrenburg. The comparative analysis of Neruda’s memoirs and poetry allows us to shed light on the intertwined histories of Chile and the Soviet Union, highlighting the enduring impact of Neruda’s Soviet odyssey on his literary work and political convictions.