When great powers such as the United States and China grow especially hawkish with more uncertainties, how does a smaller state react to such a complex and dangerous territorial conflict? Given the competing frames of influence between China and the United States, what are the underlying reasons for the shift in the Philippines’ foreign policy? This paper focuses on the Philippines’ changing foreign policy on the South China Sea dispute and examines the main rationale for its shift in strategy towards China. We use the perspective of neoclassical realism to unpack the constraining factors that underlie the Philippines’ domestic politics and ongoing global exigencies. With changes in its domestic politics and the security challenges posed by the evolving geopolitics of the Indo-Pacific region, the Philippines is in a difficult situation, having to choose between a territorially hostile trading partner and its historical security guarantor.