Difficult tracheal intubation has been related to a number of potential complications such as oedema, bleeding, tracheal and esophageal perforation, pneumothorax and aspiration. Dental injuries are also an infrequent but noxious side effect of repeated orotracheal intubation attempts. These traumatic injuries to the upper airway reflect the need for stronger than usual tissue manipulation in order to ensure airway patency in difficult intubation situations. We present a 52 year-old female that suffered progressive unilateral condylar resorption manifested as a mandibular midline ipsilateral deviation and malocclusion starting right after urgent bariatric revision surgery with difficulties in orotracheal intubation and repeated intubation attempts. Progressive condylar resorption has been related to several kinds of traumatic aggressions to the mandibular region, but never before as a result of a difficult orotracheal intubation.