This paper presents a study on the suitability and accuracy of detecting structural cracks in brick masonry by exploiting the breakage of ordinary silica optical fibers bonded to its surface with an epoxy adhesive. The deformations and cracking of the masonry specimen, and the behavior of pilot optical signals transmitted through the fibers upon loading of the test specimen were observed. For the first time, reliable detection of structural cracks with a given minimum value was achieved, despite the random nature of the ultimate strength of the optical fibers. This was achieved using arrays of several optical fibers placed on the structural element. The detection of such cracks allows the degree of structural danger of buildings affected by earthquake or other destructive phenomena to be determined. The implementation of this technique is simple and cost effective. For this reason, it may have a broad application in permanent damage-detection systems in buildings in seismic zones. It may also find application in automatic systems for the detection of structural damage to the load-bearing elements of land vehicles, aircraft, and ships.