In paying attention to the phenomena of over-access and spiritual pursuits in the Korean society nowadays, how to enter into a dynamic relationship overcoming separation is a more important issue than ever before, and the Enneagram plays a meaningful role in addressing the issue. Basically, the Enneagram offers the tools for self-knowledge and self-understanding and provides the wisdoms to understand others and to create various relationships. Morever, the Enneagram is useful to explore the creative self that can overcome conflicts and sufferings of social self beyond the selfish ego. In this regard, the Enneagram is not limited to character study or the improvement of human relationship, but can develop spiritual wisdom and potential on a wider range. Therefore, I emphasize spiritual implications of the Enneagram, because it provides a holistic spirituality which is based on the insights into the inherent meaning and the transcendence possibility of the ego and into the interconnection of all things, including the self. With such outlines in mind I have first examined the concept of spirituality, and then revealed spiritual implications of the Enneagram. Third and finally, I have presented practical examples of the Enneagram in pursuit of spirituality.