This chapter argues that while New York’s Cuban and Puerto Rican communities of the late nineteenth and early twentieth centuries cultivated a Spanish-language press to address national crises, the periodicals they produced also fostered transnational networks, Latin American solidarity, a critical hemispheric consciousness, and an early US Latino discourse. Through an overview and analysis of the periodicals, the chapter outlines national concerns while underscoring the periodicals’ transnational dimensions. Illustrated magazines, for example, circulated throughout Latin America and conceptualized the region based on cultural affinities promoting a Hispanophone audience, while hemispheric collaboration resulted in the founding of Latin American periodicals in New York. Periodicals of the Ten Years War (1868–1878) anticipate the criticisms of US expansionism and the immigrant narrative associated with José Martí and contemporary US Latino literature respectively. Lastly, Jesús Colón’s sketches examine US and Puerto Rican racial paradigms, demonstrating the divergence between these cultural constructs.