In the past two decades, Global Positioning System (GPS)-dropsonde has been developed as an effective tool to explore the internal structures of tropical cyclones (TCs). To facilitate the short-term forecasting of the TCs' intensity and track over the Hong Kong Flight Information Region (HKFIR), Hong Kong Observatory (HKO) launched in 2016 reconnaissance campaigns by using airborne GPS-dropsondes. On October 7, 2016, when Tropical Storm Aere (1619) got close to Hong Kong, 10 dropsondes were released from a reconnaissance aircraft at 10 km altitude to sample the TC at different stormrelative positions. This offers a valuable opportunity to examine the functional performance of the dropsonde system. In the study, the validity of dropsonde measurements is first examined, mainly by comparing the results with those collected contemporaneously by radiosonde balloons from a nearby station. Observational results of the structural characteristics are then discussed. Evidence was observed for the invasion of the storm's inner structure by background atmosphere, which was unfavourable for the intensification of Aere in the following time. Meanwhile, a height-resolving model of the TC's pressure field is proposed. It is also observed that the parachutes of two dropsondes failed to deploy during the descending period. The results presented here are expected to provide useful information for a better understanding of the in-situ measurements from dropsondes deployed over the HKFIR, and for advancing the knowledge on TC's inner structure.