In search of potent and novel antifungal agents, herein, the authors report the synthesis, chemical characterization and biological evaluation of triazole tethered glycoconjugates. The structural verification of the molecules was carried out by 13C NMR, 1H NMR and mass spectra analysis. The in vitro antifungal activity was investigated against three filamentous fungi, Trichoderma viride 4329, Aspergillus fumigatus 3007 and Sporothrix schenckii. Among the synthesized compounds, it was observed that compound 10f completely inhibited the fungal growth giving a Minimum Inhibitory Concentration (MIC) value of 800 μg/ml against Aspergillus fumigatus 3007. Moreover through microscopic analysis, using Scanning Electron Microscopy and confocal imaging, it was detected that the compound had induced pronounced irreversible membrane damage and disruption of fungal mycelium.