The tolerance of two natural enemies, Geocoris punctipes (Say), the big-eyed bug which is a general predator of several lepidoptera species, and Cardiochiles nigriceps Vierick, a host-specific parasitoid of the tobacco budworm, to residues of malathion, fipronil, and cyfluthrin applied ultra low volume (ULV) was determined for 0, 24, and 48 HAT (hours after treatment). Toxicity to the target pest, Anthonomus grandis Boheman, the boll weevil, also was evaluated. Exposure to malathion residues at 0 HAT resulted in highest mortality for the three insects. Cyfluthrin was less toxic than malathion at 0 HAT for all insects. Toxicity of malathion residues decreased sharply at 48 HAT for all three insect species. Toxicity of fipronil remained the same for the boll weevil from 0 to 24 HAT, but was lower for the two natural enemies at 24 HAT compared to 0 HAT. Also, fipronil was less toxic to C. nigriceps than to big-eyed bugs at 24 HAT. Fipronil was the only insecticide which had continued toxicity to the boll weevil at 48 HAT. Toxicity to the boll weevil was much lower with cyfluthrin than malathion and fipronil at 24 HAT. However, cyfluthrin was more toxic to the two natural enemies than to the boll weevil at 24 HAT.