In this paper, the author examines the portrayal of female protagonists in three literary works to explore the concept of "madness" as a potential breakthrough rather than just a breakdown. The selected works are Charlotte Perkins Gilman's "The Yellow Wallpaper," Doris Lessing's "To Room Nineteen," and Khairiya Saqqaf's "In a Contemporary House." Despite the varying time periods and cultural contexts, these women share experiences of confinement and domestication due to patriarchal and social constraints, leading them to embrace forms of "madness" as a means to break free and connect with their true selves. The study draws on R.D. Laing's theories on the divided self and individual experiences. Keywords include women's madness, R.D. Laing, feminist literature, and comparative literature.