Methacrylate polymer liquid crystals containing p-substituted 4-cinnamoyloxybiphenyl (CB) side group were synthesized. Two vinyl end groups were introduced to investigate the influence of the end group on the photoinduced reorientation behavior. Thermally enhanced photoinduced orientation of polymer thin films was performed by irradiating with linearly polarized ultraviolet (LPUV) light and annealing. The reorientation behavior was evaluated by measuring the polarization absorption spectroscopy. When the degree of the photoreaction was around 10 mol%, the reorientation direction was parallel to the polarization of LPUV light for both polymer films. On the other hand, when the degree of the photoreaction was low, out-of-plane orientation was observed for the polymer with the longer end group.