The aim of this study was to synthesize and evaluate the antimicrobial activity of Cu(II) complexes of some substituted salicylaldimines with benzimidazole nucleus. The salicylaldimine ligands were prepared by condensing 2-aminobenzimidazole with salicylaldehyde, o-vanillin and p-vanillin. All the compounds and the Cu(II) complexes were characterized by elemental , electronic, infrared and molar conductivity data. In addition, the structures of the ligands were confirmed with 1H-NMR and 13C-NMR spectral data. Both the ligands and the Cu(II) complexes have been screened for their in vitro antimicrobial activity against Staphylococcus aureus subsp. aureus ATCC® 6538™, Bacillus substillis subsp. spizizenii ATCC® 6633™*, Escherichia coli ATCC® 8739™* and Candida albicans ATCC® 2091™* using agar diffusion and broth dilution techniques. The ligands coordinated to the Cu(II) ion in a 1:2 (M:L) ratio as tridentate monobasic species via the imine-N, the imidazole-N and the phenolic–O to give six-coordinated Cu(II) complexes. The free ligands exhibited varying antimicrobial activity on the tested organisms from low activity to significant potency. Candida albicans was specifically susceptible to the o-vanillin Schiff base ligand. The presence of Cu(II) ion, however, did not have a regular effect on the activity of the compounds.