This paper is to explore the significance and value of the Classics in the book of Jian Ming Shu of Chiou Guang Ting, who is the scholar at the period of the late of Tang Dynasty and Five Dynasties. Not only the related contexts of the Classics in Jian Ming Shu, but also the historical references, such as Tang Hui Yai, Chiuan Tang Wen, and Shin Tang Shu, and the related comments from Ming and Ching dynasties and contemporary are used. The approach of this paper is to explain the contexts of the Classics in Jian Ming Shu first, and analyze its significance and value later. There are four important findings in this paper: 1. Chiou Guang Ting used a unique approach of “understanding the contexts”, which helped him to make up for the mistakes, but not repudiate the studies of Classics from former scholars. It shows Chiou Guang Ting still follows the original system of the studies of Classics. 2. From the contexts in his book and the approaches that Chiou Guang Ting applied to discuss issues, it shows that underneath his free and innovate thinking, he has the conscientious and careful attitude to protect the completeness of the original system of the studies of Classics. 3. When it is impossible to judge the rightness or wrongness from the opinions of former scholars, it was normally considered to accept and integrate the different opinions, but Chiou Guang Ting insists that it has to differentiate black or white, and right or wrong. It shows he prefers the confirmation of the studies, and the confirmation stands for the unique and perfection of the Classics. 4. The atmosphere of the studies of Classics has changed at the middle period of Tang dynasty. The new approaches has been applied at this time, and scholars thinks the new atmosphere made the great influence on Chiou Guang Ting. However, the similar behaviors and thoughts of Chiou Guang Ting had been seen in early Tang dynasty. The new explanations of the classics in the middle of Tang dynasty just pushed Chiou Guang Ting to submit his own thoughts. Finally, the writing and findings of this paper not only help scholars to understand Jian Ming Shu, but also help to classify and understand the developing of the studies of Classics in the late of Tang Dynasty and Five Dynasties, and the connection between the new and old atmosphere of the studies of Classics.