This study aimed to evaluate the fracture resistance of class II MOD cavities restored using different techniques and materials. Sixty extracted maxillary molars were selected and standardized class II MOD cavities were prepared using a custom-made paralleling device. The specimens were divided into four groups based on the restoration technique used: Group 1 (direct resin composite), Group 2 (short-fiber-reinforced composite resin), Group 3 (composite polyethylene fiber reinforcement), and Group 4 (CAD/CAM resin inlays). Fracture resistance was assessed for each group after thermocycling aging for 10,000 cycles. The mode of fracture was assigned to five types using Burke's classification. To compare the fracture force among the tested materials, a paired sample t-test was performed. The significance level for each test was set at p < 0.05. Significant differences in fracture resistance were observed among the different restoration techniques. CAD/CAM inlays (2166 ± 615 N), short-fiber-reinforced composite resin (2471 ± 761 N), and composite polyethylene fiber reinforcement (1923 ± 492 N) showed superior fracture resistance compared to the group restored with direct resin composite (1242 ± 436 N). The conventional resin composite group exhibited the lowest mean fracture resistance. The choice of restoration material plays a critical role in the clinical survival of large MOD cavities. CAD/CAM inlays and fiber-reinforced composites offer improved fracture resistance, which is essential for long-term success in extensive restorations.