Chung Cheng High School

Chung Cheng High (Main)'s uniform has a red name tag and red tie, with white blouses and eight-pleated skirts for girls, white shirts and shorts for boys in Secondary 1 and 2 and long pants for boys in Secondary 3 and 4. The blouse has two breast pockets and seven metal buttons in total, two the shoulders, two on each pocket and three down the front.

Chung Cheng High School is affiliated with its former branch school, Chung Cheng High School (Yishun), located at Yishun St. 61. Both schools are affiliated to Nanyang Junior College.

Chung Cheng High School (Main) is renowned for its lake, known as the Zhongzheng Lake (中正湖). The administration building (Zhulin Building), a gazetted national monument, has the auditorium which was the largest in the whole Southeast Asia region when it was opened. The building was designed by Mr Ho Beng Heng, who is a alumnus of the school. Constructed using reinforced concrete, the building features a modern functional layout displaying Chinese architectural identities such as the prominent double-tier roof with glazed Chinese tiles, and cloud and bat motifs.

The Entrance Arch of the school, also a gazetted national monument, features stylised motifs of bats, which represent good fortune and happiness. Ornamented stone pedestals clad the base of the posts, which are believed to resemble calligraphy brushes.

CCHMS annually holds a Four-School Combined Sports Meet with Dunman High School, Temasek Secondary School and Ngee Ann Secondary School called the , in which students aged 13 to 16 from the four schools compete in sports events. The meet began in the 1980s, but the original configuration of the four schools where Dunman High School, Chung Cheng High (Main), Chung Cheng High (Branch) and Yock Eng High School (now known as Yuying Secondary School). In the early days, these schools were situated near one another, and the meet was held at the old National Stadium in Kallang (now demolished).