Free vascularized fibular osteoseptocutaneous flap has been widely used in head and neck reconstruction. Donor site morbidity from harvesting fibular flap is mild and infrequent. However, toe flexion contracture can be a bothersome complication of this procedure. The possible etiology and surgical management are explored. Between 1999 and 2003, the patients subjected to free osteoseptocutaneous fibula flap for head and neck defects were retrospectively reviewed. The patients who experienced toe flexion contractures following fibula flap harvest were analyzed and a management plan was proposed. The severity of the deformity was rated as mild, moderate and severe grade. Corrective surgery was suggested in moderate and severe forms. Out of 149 patients, seven cases (5%) experienced variable toes flexion deformity. There were 3 severe, 6 moderate and 1 mild toes flexion deformity. Lengthening of flexor tedon longus was performed at the interphalangeal level. We have performed lengthening in 7 toes because one case was mild deformity in big toe and another case with deformity in big and second toe refused surgery due to underlying disease. The average of post operative follow-up time was 15.4 months (ranged 4 to 36 months). Functional improvement was attained in six of seven toes. There was also no post-operative wound healing problem. In conlusion, we think corrective procedure of tendon lengthening over interphalageal level is an effective method to resolve the deformity.