Treatment outcomes for differentiated thyroid carcinoma are generally good, but when invasion into the trachea, larynx or cervical esophagus occurs, it is necessary to resect these organs, thereby making treatment more difficult in many cases. For cases of invasion into the trachea, circular tracheal resection and end-to-end anastomosis or partial window resection are mainly performed. Here we report a surgical procedure comprising resection of part of the trachea at the site of tumor invasion, temporary formation of tracheal fistula (tracheal fenestration), and secondary closure of the fistula with local flap. 67-year-old male complained bloody sputum for seven days and was finally diagnosed with thyroid papillary carcinoma with invasion into trachea. At the time of operation, left lateral side of second to fifth tracheal ring was resected for safe removal of the tumor and tracheal fenestration was done. Two months later, tracheal repair was done with inferiorly based SCM flap and Montgomery T-tube was inserted through the flap and the neck skin for the maintenance of the airway. Montgomery T-tube was successfully removed twenty days later.