Azole antifungals are commonly used as pharmaceuticals, cosmetics as well as agricultural fungicides. Such an extensive range of applications of azole compounds leads to their widespread occurrence in wastewater and surface waters. In this study, the quantitative determination of antifungal pharmaceuticals (fluconazole, climbazole, clotrimazole) and fungicides (tebuconazole, epoxiconazole, flutriafol, tiabendazole, and imazalil) was seasonally performed in surface water samples from rivers, lakes and field drainage ditches as well as wastewater treatment plants (WWTP) effluents in western Poland. Solid phase extraction (SPE) combined with high-performance liquid chromatography-tandem mass spectrometry was used to detect azole compounds in waters, obtaining recoveries up to 100.2% with relative standard deviations below 9%. Azole monitoring was conducted for 3 years in treated wastewater and surface water. Fluconazole was the compound determined at the highest concentrations in all analyzed WWTP effluents, reaching 739 ng L