Squamous cell carcinoma (SCC), the second most common skin cancer, typically occurs in the elderly. SCC arising from a chronic ulcer with complicating osteomyelitis of underlying bone is a unique clinical manifestation. Although most SCCs occur in the lower extremities, occurrence in the foot and ankle is uncommon. Histological proof is necessary for definite diagnosis. The degree of differentiation of SCC, as well as the size and depth of the tumor invasion, are extremely important prognostic factors. SCC in the foot can be primary, secondary or metastatic in nature and has the potential for recurrence. Wide local excision or amputation is the preferred treatment option. Our patient recovered well after undergoing wide local excision and free anterolateral thigh flap reconstruction.