This research paper explores the profound impact of two influential personalities, Sir Syed Ahmed Khan(1817-1898) and Allama Muhammad Iqbal(1877-1938), on the history of United India amidst 1000 years of Muslim and 100 years of British rule. Sir Syed, a key figure in Indian scientific and economic development, left an enduring legacy in linguistics, legislation, and education, exemplified by accomplishments like "Tahzeeb-ul-Akhlaq"(1870) and the founding of Aligarh University. Delving into Sir Syed's deep fascination with Western ideas, particularly observed during his sojourn to London, the paper meticulously examines the extent of his Westernization. In contrast, Allama Iqbal, with a nuanced understanding of Western thought acquired during three years in Europe, maintained a unique stance by prioritizing Orientalism in his philosophical ideas. Despite drawing inspiration from Western intellectuals, Iqbal remained rooted in Eastern wisdom. The comparative analysis of their Westernization unveils Sir Syed's wholehearted embrace and application of Western principles in India, while Allama Iqbal's deep Eastern influence prevented complete sway by Western ideologies. This study illuminates the delicate balance between Eastern and Western influences in the intellectual journeys of these luminaries, offering valuable insights into the historical development of United India.