Migration had always been integral to Igbo history during the Pre-Colonial, Colonial and Post-Colonial eras. However, the aftermath of the Nigerian Civil War had maximally influenced the rate of International migratory behaviour among the Igbo orchestrated by the desire for greener pastures. The susceptible nature of the Igbo diaspora to Westernization has enormous economic, social, and cultural implications for Igbo society, such that Western civilization has taken precedence over Igbo values and culture. The high level of assimilation into Westernization has led to cultural marginalization, a situation that often presents a real dilemma to Igbo in the Diaspora. In this regard, curiosity comes to mind and raises some apparent paradoxes on why the Igbo, who so much cherished their culture at home, now neglect the same culture abroad. The objective of this paper is to examine the challenges that the Igbo Diaspora faces in the face of two conflicting cultures (Igbo culture and Western culture), especially in raising their children born in the Diaspora in traditional Igbo cultural values despite the ubiquity of the Western socialization process. The methodology adopted by the paper is a historical approach and qualitative approach comprising oral sources and semi-structured interviews gotten from the experiences of Igbo Diasporas who usually come home for one function or the other. The paper found that Western practices are fast gripping into the lives of many Igbo Diasporas. Based on this, the paper concludes by urging that the Igbo Diaspora should evolve a viable option and measures to retain their traditional culture while still living in the Western culture.