The use of the bicycle on a large scale encouraged in the context to develop an eco friendly environment is facing today on a range of barriers. One of these barriers identified by researchers and governments is observed to include ‘road safety’. Hence, it is necessary to set up a protection system for bicyclists especially for the cephalic segment. Currently only few studies are available concerning the head impact loading in case of real accidents. Therefore, the objective of this work is to identify the initial condition of head impact in case of real accident. Head impact velocity and head impact area are extracted and implemented in the last generation of head injury prediction tool to simulate the head trauma by impacting directly the Strasbourg University Finite Element Head Model (SUFEHM) on the vehicle structures. The present study can be divided into three activities i.e. obtain real bicyclist accidents data issued from in depth accident investigation databases, cyclist body kinematic reconstruction to obtain the initial conditions of the head just before the impact and head impact simulation to evaluate the head loading during impact and the injury risk. A total of 26 bicyclists’ accident cases with head injuries have been collected from both a French and a German accident database. For each accident case, body kinematic has been simulated using Madymo® software. Two methodologies and human multibody models were used: 10 accident cases have been reconstructed by IFSTTAR using its owned developed human model and 16 accident cases have been reconstructed by Unistra using the human pedestrian TNO model. The results show that the head is impacted more often on top parietal zone, and the mean impact velocity is 6.8 ± 2.7 m/s with 5.5 ± 3.0 m/s and 3.4 ± 2.1 m/s for normal and tangential components respectively. Among these real accidents, 19 cases have been selected to be simulated by finite element computations by coupling the human head model and a windscreen model whose properties were extracted from literature. All reconstructed head impact gave results in accordance with the damage actually incurred to the victims. The objective of this study is to demonstrate the feasibility of numerical reconstruction as an understanding tool of the head impact conditions in bicyclist's accident cases, and hence providing knowledge for helmet optimization using biomechanical criteria.