Chondrosarcoma of the maxillofacial region is a rare tumor. The classification of this tumor is based on histologic grades (1, 2, or 3) or variant including clear cell, differentiated, myxoid, and mesenchymal chondrosarcomas. However, histologic differentiation between this tumor and other relevant bone tumors is fairly difficult. Recently, molecular and genomic studies thought to be useful tools in a more definite diagnosis, accurate treatment, and quality of life of patients. The most acceptable choice of treatment of the chondrosarcoma is wide resection. Radiotherapy and chemotherapy as an adjunctive or palliative treatment remain controversial. The prognosis is different by histologic appearance and clinical behavior bases. However, lifelong follow-up is essential because chondrosarcoma shows a high incidence of local recurrence as well as regional and distant metastasis more than 2 decades later. This study presents 2 cases of chondrosarcoma with a long-term follow-up.