The output of electromechanical pressure gauges depends on not only the currently applied pressure, but also the pressurization history. Thus, the calibration results of gauges are affected by the pressurization procedure. In this paper, among several important factors influencing the results, we report the effects of the interval between the calibration cycles and the effects of the preliminary pressurizations. In order to quantitatively evaluate these effects, we developed a fully automated system that uses a pressure balance to calibrate pressure gauges. Subsequently, gauges containing quartz Bourdon-type pressure transducers were calibrated in a stepwise manner for pressures between 10 MPa and 100 MPa. The typical standard deviation of the data over three cycles was reduced to a few parts per million (ppm). The interval between the calibration cycles, which ranges from zero to more than 12 h, exerts a strong influence on the results in the process of increasing the pressure, where at 10 MPa the maximum difference between the results was approximately 40 ppm. The preliminary pressurization immediately before the calibration cycle reduces the effects of the interval on the results in certain cases. However, in turn, the influence of the waiting time between the preliminary pressurization and the main calibration cycle becomes strong. In the present paper, we outline several possible measures for obtaining calibration results with high reproducibility.