An easy, effective and sensitive analytical method for the simultaneous determination of a novel fungicide pyrametostrobin and its two metabolites pyrametostrobin-M1 and pyrametostrobin-M2 in cucumber and soil was developed using a quick, easy, cheap, effective, rugged, and safe method with high-performance liquid chromatography and tandem mass spectrometry. The extraction solvent was acetonitrile, and cleanup sorbents were primary secondary amine and graphitized carbon black for cucumber samples and primary secondary amine for soil samples. The three target compounds were successfully separated between 3.2 and 3.9 min using a Waters CORTECS™ C18 column connected to an electrospray ionization source. All the matrix-matched samples at three fortified levels (10, 100 and 1000 μg/kg) provided satisfactory recoveries in the range of 78.8-93.8% with relative standard deviations below 6.9%. The limits of quantitation for the three compounds were below 0.183 μg/kg. The proposed method was validated by analyzing real samples.