Background: To the best of our knowledge, no specific dermoscopic criteria have been described in the medical literature for the diagnosis of pilomatricomas. Objectives: To evaluate the morphological findings of pilomatricomas under dermoscopic observation. Material and Methods: Dermoscopic examination (using the Dermlite Foto; 3Gen, LLC, Dana Point, Calif., USA) of 10 patients with pilomatricomas was performed to evaluate specific dermoscopic criteria and patterns. Results: The most frequently occurring dermoscopic features were found to be: irregular white structures (80%) and white streaks (70%); vascular structures in all lesions (reddish homogeneous area in 90%, hairpin vessels in 70%, linear-irregular vessels in 70% and dotted vessels in 40%); ulceration (60%), and structureless gray-blue areas in 20% of cases. The results of our study reveal that the absence of specific dermoscopic criteria for other skin tumors and the presence of irregular white structures and polymorphous/atypical vessels is the most frequent dermoscopic pattern in pilomatricomas. Conclusions: Dermoscopy may be a useful tool for improving the recognition of pilomatricomas. However, dermoscopy does not assure 100% diagnostic accuracy and pilomatricomas may represent in some cases, above all in elderly patients, a dermoscopic pitfall, being difficult to differentiate dermoscopically from other lesions, such as melanoma or basal cell carcinoma.