The purpose of this study was to investigate the effect of different light curing modes on the polymerization shrinkage of a bulk-fill composite and to evaluate the impact of two layering techniques on the cuspal deflection. Nine different light curing modes were tested on bulk-fill composite samples in aluminum MOD cavities. Intensity, duration, and illumination distance were the factors that changed during the different curing modes. The digital image correlation method was used to visually represent the displacement of carbon particles on the materials' surface caused by shrinkage along both the horizontal and vertical axes. For simulating cuspal deflection, a separate protocol was used, with a bulk and horizontal layering technique. The results showed that the largest horizontal displacements were present in the soft start group (6.00 ± 0.82 µm) and in the X-tra power group (5.67 ± 1.21 µm). The smallest horizontal displacements were detected in normal curing modes (4.00 ± 1.58 µm; 4.00 ± 2.68 µm). The largest vertical displacements, at the bottom layer, were present in the normal curing mode group with a 20 s curing time (5.22 ± 1.56 µm), while the smallest vertical displacements were shown in the X-tra power group (2.89 ± 0.60 µm). The observed particle displacements showing the shrinkage of the composite were correlated with the curing mode. The bulk-fill group showed less cuspal deflection than the horizontal layering group did, but the difference was not statistically significant (p = 0.575). Within the limitations of this in vitro study, it can be concluded that lower intensities of curing lights (1200 mW/cm2) may perform better from the point of view of material shrinkage than high and extreme light intensities do. The pulse delay mode might be recommended in the case of bulk-fill materials. The number of layers did not significantly affect the cuspal deflection in the case of the studied composite.