Using polycaprolactone (PCL) fibers drawn with various draw ratios, the effects of draw ratio on enzymatic degradation were studied in order to understand the influence of fine structure on biodegradation. Degradability of PCL fibers as monitored by total organic carbon (TOC) formation or weight loss decreased with increase in draw ratio due to higher crystalline content. There were some distinct features of degradation behavior among the fibers, because the fibers underwent significant change in molecular organization of the polymer, such as crystallinity and orientation, during drawing processes. From scanning electron microscopy (SEM) photographs showing that the enzyme preferentially attacked amorphous or less ordered regions rather than crystalline or more ordered regions of the fiber, spherulites were observed in the undrawn fiber, and on the other hand, fibrillar stripes along the fiber axis were observed in the drawn fibers, which suggest that the spherulites in the undrawn fiber were extended to be broken, and fibril structures were formed during the drawing processes. These SEM photographs suggest that there are differences of crystal structures in addition to crystallinity among the fibers with different draw ratio, which significantly affects the enzymatic degradation behavior of the fibers. The diameter of the fibers became gradually slim, macroscopically uniform, an enzymatic degradation porceeded although it was dependent on draw ratio. It is evident that the degradation proceeded in the crystalline regions as well as the amorphous regions.