Canine teeth have important roles in both functional occlusion and facial aesthetics. Management of impacted maxillary canine teeth may be considered as one of the most complex cases in dentistry. Orthodontic traction or surgical extraction may be considered as two main treatment options and this decision requires careful evaluation for each patient. This report aims to present the treatment course of a 29-year-old female patient who had previously undergone unsuccessful orthodontic traction therapy for five years to position her impacted maxillary canine teeth on both sides. After considering all alternative treatment options and evaluating the teeth and their prognoses, the maxillary canines were corrected by surgical extraction followed by intraoperative root canal therapy and auto-transplantation to the surgically created recipient sites. Patient is within the third year of follow-up with no complications.