This paper will discuss the philosophical differences between Chi Wu Lun of Chuang Tzu and the annotations of Hsiang Kuo in terms of two parts: the ways of annotations and the philosophical ideas. The way of annotations can be divided into two aspects for explanation purposes. The two aspects are the annotation approach and the annotation method. Chi Wu Lun uses the subject value as an approach while the annotations of Hsiang Kuo use objective thinking to be its approach. Chi Wu Lun employs plain and concrete illustrations as the method while the annotations of Hsiang Kuo take argumentative analysis as its method. The philosophical ideas can be further discussed using the four aspects of key concerns, secondary concerns, patterns and the realm of thoughts. The Chi Wu Lun focuses on the existence of life while the annotations of Hsiang Kuo is concerned with political problems. Chi Wu Lun centers around Hsin while the annotations of Hsiang Kuo concentrates on Hsing. The philosophical pattern of Chi Wu Lun demonstrates is upwardly lofty while the pattern shown in annotations of Hsiang Kuo is downwardly harmonious. Chi Wu Lun dicpicts a realm of absolute tranquility while the annotations of Hsiang Kuo reaches a realm of relative tranquility.