Principals
Chung Cheng High School (Main)
- 1939-1957: Zhuang Zhulin
- 1957-1957: Shen Weilin
- 1958-1959: Wang Ong Kian
- 1960-1960: Lin Qiyuan
- 1961-1967: Huang Faggui
- 1967-1967: Yao Fusen
- 1967-1974: Qiu Xinmin
- 1974-1981: Chia Thiam Soon
- 1982-1994: Goh Seow Chew
- 1995-2000: Yang Che Kay
- 2001-2004: Yue Lip Sin
- 2005 to 2011: Lo Chee Lin
- 2012 to present: Pang Choon How
Chung Cheng High School (Yishun)
- 1939-1957: Zhuang Zhulin
- 1957-1960: Ko Pei Teck
- 1960-1970: Kok Chong Peng
- 1970-1978: Chuang Wei Lang
- 1979-1994: Chua Hun Cheong
- 1994-1999: Ong Kian Choon
- 1999-2006: Yap Juye Long
- 2007 to present: Ong Kock Hua
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