The study of autobiographical essayism remains a significant area of literary scholarship due to its potential to reveal the intricate relationship between personal identity and cultural reflection. This research explored the autobiographical works of Czeslaw Milosz (The Alphabet) and Vasyl Makhno (From the Vowels and Consonants), focusing on the use of the alphabetical essay format and the themes of migration, identity, and cultural adaptation. The purpose of this study was to conduct a comparative analysis of these two collections, examining how each author utilises autobiographical techniques to reflect on their life experiences and the broader historical and cultural contexts in which they lived. The methodology employed includes close reading, comparative analysis, and intertextual approaches, allowing for an in-depth exploration of the thematic and structural elements of both works. The study finds that both Czelaw Milosz and Vasyl Makhno employ the alphabetical format as a creative device that facilitates the organisation of personal memories, reflections, and cultural observations. Despite differences in their life experiences, both authors use autobiographical essays to engage with issues of emigration, linguistic and cultural hybridity, and the exploration of identity in a globalised world. This research concludes that the creative dialogue between Milosz’s and Makhno’s works not only highlights the shared themes of migration and cultural adaptation, but also demonstrates the productivity of the essay as a form for autobiographical reflection. The study contributes to the broader understanding of modern European autobiographical essayism, offering new insights into the ways in which literary form and personal history intersect in the works of Milosz and Makhno.