A system for evaluating the near-field pressure distribution around a supersonic flight model by combining experimental and numerical diagnostics has been developed. Experimental measurement is conducted using a ballistic range with four kinds of axi-symmetric flight models. Schlieren flow visualization is recorded using a high-speed framing camera and near-field pressure histories are measured using piezoelectric pressure transducers flush-mounted on the surface of flat plates in the test section. The numerical diagnostics is done using FaSTAR, a numerical simulation tool developed by the Japan Aerospace Exploration Agency (JAXA). The experimental and numerical data are compared to each other, and the numerical results well validated. Based on the numerical results, it becomes possible to estimate the accuracy of experimental conditions including the flight path and angle of attack, which cannot readily be determined only from experimental data, and to discuss the relationship between peak overpressure and aerodynamic performance. Satisfactory agreement between the experimental and numerical results at a flight Mach number of 1.66±0.02 and important insights related to rear boom strength are obtained.