The present study investigates the pragmatics of argumentation in Radwa Ashour’s Granada trilogy, employing Artificial Intelligence (AI) to reveal and explore the subtle argumentative framework behind text. The problem with traditional literary analysis is that it does not go well with the complexity and subtlety of argumentative discourse in rich historical texts. Using AI tools like Natural Language Processing (NLP) and machine learning, this study presents a new way to analyze the combination of characters, dialogues and narratives that come together to transmit an ideological message. The findings reveal that Ashour’s characters are intricately engineered to reflect the socio-political context of the time and define direct and indirect dialogue as the center of resistance, culture, and survival. The present study thus both advances scholarly knowledge concerning spatial imaginations of nations and finds a broader utility where AI augments approach to text that are resonant with the social sciences. While literary analysis mediated through AI in this way promises exciting new interdisciplinary work, potential for probing the complexity of narrative argumentation. The paper ends with some suggestions on how to integrate AI more into literary research, as well as a comment on the necessity to create better suited AI tools for Humanities.