This only by-election in the City Council, which was also the last local election before the institution's abolishment, was called after the resignation of WP City Councillor Chang Yuen Thong from his seat and the party. WP held five seats after Bukit Merah independent Councillor G. G. Samy joined the party earlier in the year but was back to four. On 18 April 1959, Mayor Ong Eng Guan and all 14 PAP Councillors resigned their seats to contest the impending General Election. This was followed by Mrs Felice Leon-Soh and Lee Bah Chee, both whom were elected under LSP but the former had turned independent. Among those who remained, several had left their parties to either join SPA, giving it nine seats, or sit as independent, making it four, leaving LSP, UMNO and WP with one each. As they were divided on who to assume the Mayor post, Tang Peng Yeu of SPA and independent S. M. Vasagar took turns to act as Chairman for subsequent sittings. After PAP won that election to come into power, the Council was phased out in stages, first by transferring most of its functions to the National Development Ministry and related organs under the new Minister Ong, then by morphing it into a government agency overseeing utilities management that directly reported to the PM. Future local polls were suspended while the 16 Councillors, who had been operating without a majority, were automatically retired and the decisions passed during their brief tenure rescinded. Finally, a new statutory body, Public Utilities Board, was established on 1 May 1963, which acquired the leftover functions and assets of the Council and the Rural Board, putting an end to their existence. On 25 September that year, after Singapore became part of Malaysia, Prime Minister Lee Kuan Yew revealed to the Federal government the identity of Fong Chong Pik whom he dubbed "the Plen" (short for plenipotentiary), a leader of Communist Party of Malaya in Singapore and brother of former PAP and Barisan lawmaker Fung Yin Ching. Apparently, Lee challenged Fong to prove his credentials when they met before the by-election and the latter did so by arranging for the exit of Chang, unravelling him as part of the communist sanctum and demystifying the reason for his abrupt departure.

Nomination day: 30 June 1958 [Mon]
Polling day: 26 July 1958 [Sat]

Eligible voters: 14,308
Voter turnout: 8,331 (58.2%)

Election deposit: $250


Previous: City Election 1957