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This study investigates online learning readiness across elementary, junior high, and senior high school students. The method involves using the Online Learning Readiness Scale for Elementary School (OLRS-E) model for statistical comparisons among three groups in four dimensions (i.e., self-directed learning, communication self-efficacy, family support, and technical support). Based on 1,328 Taiwanese students’ data, the results revealed that the dimension scores of each group differ. When comparing differences among groups, family support decreased progressively from elementary to junior high and then to senior high school. Interestingly, elementary students reported the highest average scores in self-directed learning, while senior high students scored the lowest. These findings underscore the importance of developing age-appropriate online learning environments that are responsive to individual needs.