The aim of the study is to measure and compare the comfort of high school students' learning. The comfort of learning is considered as a latent variable and is determined operationally - based on the questionnaire developed by Chicago Public Schools. The research is carried out within the framework of the theory of latent variables. To achieve this goal, the following tasks were completed: - Analysis of the quality of the questionnaire as a measuring tool. - Measurement on a linear scale of the comfort of teaching high school students. - conducting a comparative analysis of estimates of the comfort of learning depending on the grade and gender of students. To process the survey results, the dialog system "Measurement of Latent Variables" was used, developed in the Laboratory for Objective Measurements of the Kuban State University. It is shown that the questionnaire items (indicators) are compatible, meaning that they correspond to the measurement model. This means that the questionnaire can be used to measure the learning comfort of high school students. The characteristic curves of the most distinctive indicators are considered - indicators that differentiate students with a low level of learning comfort better than others and indicators that differentiate students with a high level of learning comfort better than others. A statistical analysis of the estimates of the comfort of learning in school, depending on the class and gender of high school students, was carried out.