A tool abnormality detection system includes a detector configured to detect a sound wave generated in processing a workpiece with a tool and output a detection signal based on the sound wave, and a controller configured to generate, based on the detection signal, determination signals indicating intensities in respective frequency bands: a fundamental frequency band of a wear-indicative sound wave; and a higher frequency band that is higher than the fundamental frequency band, and determine whether the tool is worn by comparing each of the determination signals to its respective wear threshold which is set for the respective frequency bands.