Over the last 50 years education has been transformed by digital technologies. Many efforts have been made to create and apply “digital” teaching and learning methods, tools and platforms. The last 25 years of computerbased education can be characterized by the availability of digital information sources and the implementation and operation of digital learning management platforms based on the Internet. The question about further meaningful and effective progress in the next decades is openly discussed. Many expect strong influences and changes from artificial intelligence systems that generate contextualized information from various sources. Some see interactive virtual worlds expanding and partially replacing the physical world. Many believe in the further development of learning management and communication platforms. Others do not expect much valuable change at all due to the slow pace of complex educational systems with recent studies even showing a decline in the quality of educational outcomes during the last five years as a result of even too much digitalization in education. This paper discusses these positions with an emphasis on the roles of humans and computers and their interfaces, i.e. Human-Computer Interaction, for future learning and teaching with rapidly changing information technologies in the next 25 and 50 years.