(1) Background: The temporomandibular joint (TMJ) is the most complex and one of the most important joints in the human body due to its essential roles in mastication, swallowing, breathing and speech. Several instruments have been used to track mandibular movements and register the characteristic parameters of the TMJ, among which condylography instruments are validated for the accurate clinical registration of the condylar path. Sagittal condylar inclination (SCI) is one of the most important parameters, together with the Bennett angle and the immediate side shift, used for articular settings in the process of oral rehabilitation. The aim of the present study was to evaluate the differences between the left and right SCI and to assess whether the differences were statistically significant for skeletal class, age, gender, dentate status, TMJ pathology or parafunctional habits. (2) Methods: One hundred and forty consecutive patients, fully dentate or partially edentulous, and with angle class I, II and II, were recruited. Their left and right SCIs were determined with an ultrasonic jaw tracking device. Each subject had to make three protrusive movements and three right and left laterotrusive movements. The software calculated the SCI from the mean of the protrusive movements. (3) Results: The mean values obtained for the right and left SCI were 34.68° (±12.44°) and 34.94° (±13.23°), respectively, with no statistically significant differences between the left and right values for gender, dentate status, TMJ disorders or parafunctional habits. Skeletal class III subjects registered lower SCI means, which were statistically significant for the left SCI. (4) Conclusions: For an optimal functionalization of prosthetic restorations and for an ideal treatment plan, the registration of both the left and right paths of the condyles and the articular disc should be taken into consideration.