The drilling of glass fiber-reinforced plastic (GFRP) composites gained importance since they are used as structural components in many industries such as automotive, aerospace, and aviation. A large number of holes are needed in the industry to join these composite parts. However, some failures occur in drilling GFRP composites, such as delamination, matrix cracking, and fiber breakage. These failures not only reduce the strength of the composite, but also reduce its service life. Drilling parameters, drill bits, and woven types have a great influence on the occurrence of these failures by greatly influencing the thrust force, surface quality, and cutting temperature. In this study, the effects of drilling parameters and woven types of GFRP composites on thrust force, surface roughness, delamination factor, and cutting temperature were examined in the drilling of uni-directional (UD), ±45∘ and 0∘∕90∘ GFRP woven composites. The effects of drilling parameters and the delamination factor on the tensile strength of the drilled specimen were also investigated. The result of this study indicated that thrust force, delamination factor, and surface roughness increased with increasing cutting speed and feed rate. An increase in feed rate decreased the cutting temperature, while an increase in cutting speed increased the cutting temperature. Also, it was found that the delamination factor had a critical influence on the tensile strength of the GFRP composites.