The present study underlines the importance of developing self-study skills for future aviation specialists aimed at embracing the concept of life long education. The article states that self-study skills should be formed in an effective self study environment which enhances acquiring professional competences and improves professional training. The analysis of the scientific literature has defined the term ‘self-study’. The application of ICT into educational process is based on social constructivism engaging students’ collaboration, active learning, and development self-study and self-control reflexive skills. The main principles (adaptability, longevity, accessibility, and cost efficiency) and methodological approaches (differential and system ones) of ICT implementation are described. The study shows that teachers’ collaboration plays a significant role in the organization of learning process in higher education. The results of the experiment at the Flight Academy of National Aviation University demonstrate that using the MOODLE Web-oriented platform improves the future pilots’ self-study and has a mutual positive effect for teachers and students.