Founded in 1939,Chung Cheng High School first began as an all-boys school at Kim Yan Road, admitting female students only after World War ll.

The school achieved top honours among Singapore schools in the first National Examination in 1946. To accommodate the increase in student population, Mr Lin Shi Wan, the Chairman of the Management Board, purchased a 14-acre plot of land at Goodman Road for a new campus. The school at Kim Yan Road became Chung Cheng High School(Branch) (renamed as Chung Cheng High (Yishun) in 2005).

Chung Cheng students were very actively involved in performing arts, in particular drama, since the early days. The completion of the Zhulin Building which houses the Grand Auditorium, helped consolidate its niche in this area.Zhulin Building was named after the founding Principal Dr Zhuang Zhulin.

The school song is in chinese and goes like this:

曰吾中正  至大至刚

 

矗立星洲  巍巍昂昂

 

华夏声教  广披炎荒

 

欧印文明  他山之长

 

好学力行  知耻是倡

 

日新月异  不息自强

 

止於至善  万国同光

 

大哉中正  悠久无疆 

 

And the meaning of it in english is: 

Overlooking the eastern shore of Singapore,
Gallantly stands the magnificent Chung Cheng of ours.

Spreading far and wide our cultural heritage and traditions,
Enriching it with the best of all great civilizations,
By this we fulfil our mission.

With enthusiasm and perseverance we strive
To achieve moral virtues and excellence.
With new knowledge and wisdom we seek
To constantly reinforce our confidence.

To be the best we can be,
Our success and glory we share
With people of all countries.
To eternity we perpetuate
The aspirations of our magnificent Chung Cheng,
Far beyond all boundaries.