Polycystic Ovarian Syndrome (PCOS) is a common endocrine–metabolic disorder affecting women of reproductive age, characterised by menstrual irregularities, hyperandrogenism, polycystic ovaries, and associated metabolic disturbances. Conventional management largely focuses on symptomatic and hormonal control, often requiring long-term therapy. Homoeopathy, grounded in individualisation and holistic principles, offers a rational alternative by addressing the constitutional, mental, and physical dimensions of the patient. The present paper aims to explore PCOS from a classical homoeopathic perspective and to systematically analyse therapeutic differentiation using the philosophies and clinical approaches of Kent, Boger, Boenninghausen, and J.H. Clarke. Through literary analysis and clinical correlation, this paper highlights remedy selection based on the totality of symptoms, pathological generals, modalities, and keynote indications. The study emphasises that classical homoeopathic therapeutics, when applied with appropriate differentiation, can play a significant role in the long-term management of PCOS by restoring hormonal balance, improving menstrual regularity, and enhancing overall well-being.