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The School was established in 1965 in the same year that Singapore became a Republic. It was built to provide secondary education for the pupils who lived in the Yio Chu Kang area in response to a request made by villagers during a visit by the late Mr. Lee Kuan Yew, then Prime Minister, to the community. The school was located in a rural farming village and it began as a Chinese / English integrated school. The Chinese name of the school is Yong Kang Zhong Xue. In 1982, the school was relocated to its present site in Ang Mo Kio. The new school building was opened by Mr Lau Ping Sum, then MP for Yio Chu Kang constituency.

Most recently in 2018, Chong Boon Secondary School and Yio Chu Kang Secondary School were merged into a single school to give the new Yio Chu Kang Secondary School strategic depth and to provide a wider range of educational and enrichment programmes for students. The school continues to be known as Yio Chu Kang Secondary School in English, while adopting Chong Boon Secondary School’ Chinese name—崇文中学, in order to reflect the amalgamation of the strengths and heritage of both schools.

Principals of YCKSS
Name of Principal Period
Mr. Cyril Jansen 1965 to 1966
Lim Chi Chee Grayscale.jpgMr. Lim Chi Chee 1966 to 1967
Lai Wen Hwa.jpgMr. Lai Wen Hwa 1967 to 1976
So Bie Leng.jpgMdm So Bie Leng 1976 to 1988
TanAhKiang.jpgMr. Tan Ah Kiang 1988 to 1996
Miss Koh Sauk Keow
1996 to 2001 
Mr. Saminathan Gopal
2001 to 2013
Janice Lim.jpgMdm Janice Heng  2014 to 2017 
Mrs-Carol-Lim.gifMrs Carol Lim
2018 to date