Mechanisms for predicting a remaining useful life of a cutter head of a milling machine that includes a plurality of flutes are disclosed. Features are extracted from reference data associated with a plurality of reference cutter heads. The reference data includes reference vibration data and reference wear data. At least two Neural Network predictive models are trained in parallel for predicting the remaining life of a new cutter head based upon the extracted features. Operational data associated with the new cutter head is obtained. The operational data includes operational vibration data and operational wear data. Features extracted from the operational data are input into an optimal predictive model of the at least two Neural Network predictive models. A remaining useful life of the new cutter head is estimated by the optimal predictive model.