In today's world, in the context of developing digitalization, difficult epidemiological conditions due to the COVID-19 pandemic, and the recent quarantine restrictions, the educational process has been predominantly distant or independent for students. In this light, there arises the need to research and apply innovative methods for the assessment of learning success in distance learning. The purpose of the article was to develop a system for evaluating the success of students' educational activities in an online learning environment. The paper reviews the current state of online learning under quarantine restrictions due to COVID-19 and the features of this learning process for all its participants. The study proposes a system for the assessment of learning outcomes, the core idea of which is the presence of two primary parts of assessment: compulsory (aimed largely at the assessment of knowledge and skills) and elective (providing for the expression of creativity and the development of a personal development trajectory). The results of a pedagogical experiment support the research hypothesis that the establishment of an assessment system based on students' conscious construction of their total number of points for the academic discipline considerably raises the level of motivation and the quality of learning.