This article endeavours to provide a cross-cultural juxtaposition between Kierkegaard and Zhuangzi, two thinkers of significant stature in the history of Eastern and Western philosophy, to unveil a profound congruity between Christian and Daoist thoughts. Specifically, by examining the works of Kierkegaard, particularly his concept of irony and ‘transparent self’, and exploring the similar key themes present in Zhuangzi’s writings, we endeavour to highlight the similarities between Kierkegaard and Zhuangzi. Both of the intellectuals enter the discussion on the process of (...) individual spiritual practice through ‘irony’ and set their goals on ‘salvation’, emphasising the importance of the process of spiritual practice, which provides possibilities for dialogues between Christian and Daoist thoughts. Contribution: Previous research frequently underscores the profound differences between Kierkegaard and Zhuangzi. Based on the discussion of certain concepts, this article argues that, analysing the consistency between the two at the level of spiritual practice can help us understand the possibility of dialogue between Christian and Daoist thoughts. (shrink)