Poland’s Syndrome (PS) was initially described for Alfred Poland in 1941 and is characterized by a set of congenital alterations that involve the chest wall and the ipsilateral superior member in different severity cases. It is a rare illness whose etiology is still unknown. However, studies suggest that it may still have a genetic component, or that extrinsic factors during pregnancy can interfere with the migration of the pectoralis major muscle and the separation of the fingers during this developmental period. We advocate for a thorough clinical evaluation of all PS cases, given the high incidence of associated congenital anomalies, using comprehensive imaging studies—including chest X-ray, CT scan, and, when necessary, MRI—to accurately assess the severity of each case. Based on clinical and image studies, we propose a Clinical and Radiographic Poland’s Syndrome Classification (CRPS algorithm) to identify each severity level by the classification system; an accurate study of each patient is possible, enabling better planning of the surgical correction of the functional and aesthetic alterations of PS.