Malignant central airway obstruction refers to the obstruction of the trachea, and right or left main bronchus due to neoplastic growth. The airway is generally compromised by ∼50% at presentation when the patient develops symptoms. Diagnosis is done by flexible bronchoscopy and imaging. However, treatment is challenging due to recurrence, and increased vascularity of tumors, owing to dreaded complications of bleeding and airway compromise. Tracheoesophageal fistula is an abnormal communication of the trachea with the esophagus. It occurs in advanced stages of esophageal and lung malignancy. Bronchoscopy and airway stenting is the palliative treatment option due to the advanced stage of the disease. We present three different case scenarios of thoracic malignancies who underwent airway stenting.