The purpose of this study was to measure and correlate the fitness and trueness of a 3-unit fixed dental prosthesis (FDP) fabricated using two digital workflows. The 3-unit FDPs were fabricated using two digital workflows (N = 15). The digital workflows were divided into chairside (closed type) and in-lab (open type) groups. The scanning, computer-aided design (CAD), and computer-aided manufacturing (CAM) processes were conducted with 3shape E1 scanner, exocad CAD software, and DDS EZIS HM, respectively, in the in-lab group; and with CEREC omnicam intraoral scanner, CEREC CAD software, and CEREC MC XL, respectively, in the chairside group. The fitness of the fabricated 3-unit FDPs was evaluated by scanning the silicone replica of the cement space and analyzing the thickness of the silicone replica in the three-dimensional (3D) inspection software (Geomagic control X). The trueness of the milling unit was analyzed by 3D analysis of the CAD reference model, which is the design file of the 3-unit FDP, and the CAD test model, which is the scanned file of the 3-unit FDP. In the statistical analysis, comparison of the two groups was conducted by Mann–Whitney U test, and the correlation between the fitness and trueness was conducted by Pearson correlation test (α = 0.05). The marginal and internal fit were significantly lower in the in-lab group at all measurement positions (p < 0.001). The trueness of the milling unit was significantly higher in the in-lab group compared to the chairside group (p < 0.001). There was a positive correlation between the trueness and internal fit (correlation coefficient = 0.621) in the in-lab group (p = 0.013). The use of appropriate equipment in an in-lab (open type) digital workflow enables a better fabrication of 3-unit FDPs than a chairside (closed type) digital workflow, and poor trueness on the inner surface of the crown adversely affects the internal fit.