Determining the asthma health status of a person is a relevant task in the application of context-awareness and case-based reasoning for asthma management. As there are no devices that can track the asthma health status of a person constantly, it is necessary to use a Human-in-The-Loop (HiTL) approach for creating a solution able to associate their health status with context-related data. This research work proposes a system that implements the Asthma Control Questionnaire (ACQ) for determining the asthma health status of a person. The system links this health status to context-related data the person is exposed, and creates the cases to be used by the CBR component of the system. The system is then evaluated by users from a usability perspective through the Health IT Usability Evaluation Model (Health-ITUEM).