Recurrent and long-standing chronic dislocations of the Temporomandibular Joint (TMJ) are relatively rare conditions that have a profoundly negative impact on a patient's quality of life. To date, no definitive protocols or guidelines exist regarding the appropriate management of these conditions. Many diverse methods have been employed ranging from non-surgical conservative approaches to invasive surgical procedures to correct recurrent and chronic long-standing dislocations. In this article, two different cases are presented; case #1 a chronic recurrent TMJ dislocation in association with Ehlers-Danlos syndrome; and case #2, a chronic protracted TMJ dislocation in the setting of myotonic dystrophy. These two cases were successfully treated using two different treatment modalities after conservative management had failed. In case #1, a combination of bilateral eminence augmentation utilizing L-shaped reconstruction plates, TMJ capsular augmentation with a temporalis myofascial flap as well as lateral pterygoid myotomy was employed. In case #2, a condylectomy was used to resolve the long-standing dislocation. Both patients have not demonstrated any functional limitations or recurrence 2 years after surgical intervention. From these observations, we support utilizing these two techniques in the surgical management of chronic and refractory dislocation respectively.