Chatbots, also known as conversational agents or digital assistants, are artificial intelligence (AI) software applications used to conduct an online chat conversation via text or text-to-speech, in lieu of providing direct contact with a live human agent. In healthcare, chatbots can create bidirectional information exchange with patients, in order to effectively support patients and health professionals in therapeutic settings beyond on-site consultations by reducing the healthcare costs and improving accessibility to medical knowledge for everyone. In this master thesis, the multifunctional role of chatbots is examined, in two different use cases in healthcare domain. DrBot is designed to collect symptoms from users, conduct an interview and provide a potential diagnosis and triage consultation based on their answers. This is achieved with the support of Infermedica medical API. HeartRisk chatbot collects some target medical and lifestyle information from users, aiming to perform a prediction regarding a heart disease risk. Preliminary experiments about the effectiveness of the proposed approaches are reported and future work is suggested.