The present work addresses the correlation of bisphenol A (BPA) degradation by hydrodynamic cavitation with the fluid mechanical properties of the cavitating jet in the reactor. The effects of inlet pressure and two orifices were investigated. The fluid mechanics conditions during the reaction were evaluated by optical measurements to determine the jet length, bubble volume, number of bubbles, and bubble size distribution. In addition, chemiluminescence of luminol is used to localize chemically active bubbles due to the generation of hydroxyl radicals in the reactor chamber. The correlation between the rate constants of BPA degradation and the mechanical properties of the liquid is discussed. Here, linear dependencies between the degradation of BPA and the volume expansion of the bubble volume and chemiluminescence are found, allowing prediction of the rate constants and the hydroxyl radicals generated. BPA degradation of 50% was achieved in 30 min with the 1.7 mm nozzle at 25 bar. However, the 1 mm nozzle has been demonstrated to be more energetically efficient, achieving 10% degradation with 30% less power per 100 passes. There is a tendency for the number of small bubbles in the reactor to increase with smaller nozzle and increasing pressure difference.