The outbreak of the recent Covid-19 pandemic changed many aspects of our daily life, such as the constant wearing of face masks as protection from virus transmission risks. Furthermore, it exposed the healthcare system’s fragilities, showing the urgent need to design a more inclusive model that takes into account possible future emergencies, together with population’s aging and new severe pathologies. In this framework, face masks can be both a physical barrier against viruses and, at the same time, a telemedical diagnostic tool. In this paper, we propose a low-cost, 3D-printed face mask able to protect the wearer from virus transmission, thanks to internal FFP2 filters, and to monitor the air quality (temperature, humidity, CO2) inside the mask. Acquired data are automatically transmitted to a web terminal, thanks to sensors and electronics embedded in the mask. Our preliminary results encourage more efforts in these regards, towards rapid, inexpensive and smart ways to integrate more sensors into the mask’s breathing zone in order to use the patient’s breath as a fingerprint for various diseases.