A series of chloro-fluorine containing chalcones (3) were prepared by Claisen-Schmidt condensation. Chalcone dibromides (4) were obtained by the bromination of chalcones at room temperature. Treatment of chalcone dibromides (4) with aryloxy acid hydrazides (5) in the presence of triethylamine gave chloro-fluorine containing hydroxy pyrazolines (7) rather than the expected 1-aryloxy-3-aryl-5-aryl pyrazoles (6). The structures of the newly synthesized compounds were confirmed by IR, NMR, mass and elemental analysis. All the compounds were tested for their antibacterial and antifungal activities. Some compounds showed very good antibacterial activity and antifungal activity.