Thermal comfort is a key factor affecting the well-being of the elderly, particularly in the context of global warming. This study investigates the relationship between facial skin temperature and thermal comfort in elderly individuals using infrared thermography. The face, especially the forehead, nose, and cheeks, is considered a critical region for thermal regulation and sensation. In this experiment, we recruited elderly participants and conducted experiments under five conditions (26, 28, 29, 32, and 33 °C). The study consists of two phases: one without local cooling and one with local cooling. During the experiment, infrared cameras were used to measure participants’ facial temperatures. Participants were asked to rate their thermal comfort using a standardized questionnaire at each temperature setting. The results aim to elucidate how changes in ambient temperature and local cooling influence both facial temperature and subjective thermal comfort. By combining objective infrared measurements with subjective survey data, this study seeks to provide a comprehensive understanding of thermal comfort dynamics in elderly individuals. The findings will contribute to the design of better climate control systems and thermal environments in spaces frequented by the elderly, such as homes and care facilities, thereby improving their overall quality of life.