Distance learning environment with its different approaches has become one of the most researched paradigms in the late years. Different technologies have been developed and introduced into these systems, but at the same time, a spectrum of use-cases has been offered for this model. This paper aims at addressing the most important problem facing with the distance learning eco-system, namely its evaluation. The evaluation process has been undertaken in different European countries, such as Latvia, Lithuania, Serbia, Poland, Belarus, and Romania. The obtained results show that not all of the students are at the same level of readiness when it comes to distance education, there are no criteria developed for the evaluation of the students’ readiness to this education model. For the purpose of this study, authors suggest that readiness to distance education includes knowledge, skills, and abilities that are necessary for students to successfully possess while using the technologies of distance education. After the analysis of the results of this research, the authors developed a structure and described elements that define the level of students’ readiness to distance education.