Long-term silicone airway stents may present challenges during removal, particularly when rigid bronchoscopy cannot be performed. We present the case of a 46-year-old woman with a tracheoesophageal fistula who had a silicone stent placed 15 years earlier following surgical repair after difficult intubation during hysterectomy. Due to the tracheal anatomy, rigid intubation was unsuccessful at that time, necessitating prolonged stent placement. Recently, the patient presented with dyspnea and wheezing, and bronchoscopy revealed distal stenosis near the stent. In our clinic, flexible bronchoscopy and balloon dilation were performed. Initial attempts to remove the stent using foreign-body forceps were unsuccessful due to fragmentation. The stent was ultimately removed using an endotracheal tube cuff, a technique that, to our knowledge, has not been previously described. Following stent removal, cryotherapy was applied to treat granulation tissue, and follow-up bronchoscopy demonstrated significant improvement. This case, representing one of the longest reported follow-ups of a silicone airway stent, highlights an effective alternative technique for stent removal that avoids high-risk surgery and may contribute to airway management strategies.