This study investigates the machining challenges of fiber-reinforced composite materials (FRCMs), focusing on carbon fiber-reinforced polymer (CFRP) plates, which exhibit high abrasiveness, delamination tendency, and accelerated tool wear. Two solid carbide helical end mills, designed for composite machining, were evaluated through helical interpolation drilling. Acoustic emission signals were continuously acquired via a piezoelectric sensor during standardized cycles, and tool wear was assessed using confocal microscopy and a digital altimeter. Signal processing played a central role, combining energy-based metrics and damage indices to identify the onset of wear and early delamination, enhancing the understanding of tool degradation and improving machining reliability.