Deterioration of the outdoor thermal environment in urban areas has become worse and worse due to the urbanization and overpopulation, etc. Most of existing researches about thermal environment are focused on the indoor environment in which the radiation heat exchange is relatively constant. However, the outdoor thermal environment is changed with time passages, because the thermal environment is highly effected by solar radiation. Thus, to simulate the outdoor thermal environment with accuracy, the solar radiation calculation should be considered, and the radiation heat exchange between building surface and ground surface should be calculated. The purpose of this study is to develop the simulator that can be possible to evaluate the outdoor thermal environment and pedestrian thermal comfort. In this paper, a new method which is coupled with convective heat transfer simulation and radiative heat transfer simulation will be proposed. And the coupled simulation method will be described through case study for outdoor thermal environment. From the results of simulation, the coupled simulation proposed in this study can assess the outdoor thermal environment with accuracy.