Based on a case of wind induced damage to glass curtain wall of a tower building group, the motion trajectory of glass curtain wall debris is predicted, and the influence of four different wind field conditions on the flight trajectory of glass curtain wall debris are studied. Firstly, based on the validation of the large eddy simulation method and parameter setting, the unsteady flow field around the tall buildings is obtained through the large eddy simulation of the unsteady flow around the tower group in the turbulent boundary layer wind field. Then, the fifth-order Runge-Kutta method is used to solve the governing equations of three-dimensional rigid body motion, and the validity of the method is verified by comparing the trajectory calculation method of the debris in a uniform flow field with the experimental results in the literature. Finally, the influence of different flow field conditions on the flight path and velocity of particles are analyzed. The results show that the trajectory calculation method with large eddy simulation can predict the trajectory effectively. For the debris released from the same position, the predicted flight speed and flight distance of the debris in three-dimensional free flow field are relatively lower than those in an ideal uniform flow field. When the turbulent component is ignored in the three-dimensional free flow field, the flight speed of the debris is further reduced and the flight distance is increased. For the three-dimensional unsteady flow around the tower buildings, there is a large difference between the trajectory prediction for the ideal uniform flow and the three-dimensional free flow. Moreover, the trajectory of the debris is greatly affected by the different initial positions in the flow field, which may significantly affect the final evaluation results. Therefore, the three-dimensional unsteady flow around the buildings and the initial failure position should be fully considered in the prediction of trajectory of the debris.