Abstract: A destructive web thickness measuring system of microdrills includes a computer device, a dual-axis motion platform module, a drill grinding module, a positioning vision module, and a web thickness measuring vision module. When the computer device controls the dual-axis motion platform module to move a microdrill to a first locating position, the computer device performs a positioning procedure according to a first image captured by the positioning vision module, and then performs a grinding procedure, so that the drill grinding module grinds the microdrill to a sectional position to be inspected. When the ground microdrill moves to an image measuring position, the computer device performs an image computing procedure according to a second image captured by the web thickness measuring vision module, so as to obtain a web thickness value. Therefore, the destructive web thickness measuring system of microdrills can automatically measure the web thickness value.