This article explores the intertwined philosophical and mystical conceptions of God, love, destiny, death, and the human soul through the poetic legacies of two towering figures of South Asian thought; Allama Muhammad Iqbal (1877–1938) and Khawaja Ghulam Farid (1845–1901). By juxtaposing Iqbal’s philosophical poetry, largely written in Persian and Urdu, with Farid’s mystical verse composed in Saraiki, the article highlights the resonance and divergence in their approaches to metaphysical realities. Both poets engage in an intellectual and spiritual dialogue with the Divine, but while Iqbal frames his vision in terms of the reconstruction of religious thought and the awakening of human selfhood (khudi), Farid emphasizes experiential mysticism, love (ishq), and surrender before the Beloved.