The contemporary digital revolution, along with the global economy, has brought new horizons and challenges to education, in particular, the need to build and develop new skills and a digital culture in an educational context. The integration of digital technologies in the teacher training process presents several difficulties and constraints, as well as challenges that call for reflection. Using a multiple case study methodology, two teacher training processes were analysed: one in a pre-service training course and the other in an in-service teacher training project. The results highlighted the importance of the relationship between the educational integration of digital technologies and the need to use active pedagogical methodologies and techniques. The main difficulties identified were lack of time, a limited view of the teaching potential of the technologies, and resistance to change, and a lack of technological equipment and technical support. Herein lie the fundamental challenges in training effective teachers to work with the pedagogical integration of digital technologies.