Including the human component in simulation software is of primary importance to enhance the building’s design and management. In particular, the user-window interaction impacts significantly energy and comfort profiles. Through an environmental and behavioural monitoring, this research investigated windows’ opening and closing actions during the summer season in three offices. The analyses highlighted that the behaviours are influenced by both environmental factors and time-related events. Using logistic regression techniques, stochastic behavioural models have been developed to predict windows status.