This study is makes a comparative analysis of the rural-urban divide in digital education and examines the benefits and challenges of e-learning. A total of 124 respondents consisting of students, teachers and parents residing in the rural and urban areas of Trivandrum were surveyed using a well-structured questionnaire administered in both English and Malayalam. The sample population was identified through stratified random sampling. The study finds that disruption of internet connectivity due to signal unavailability is a major challenge of e-learning. Also, majority of the stakeholders were unwilling to make a conscious shift to a digitised education mode. Mostly students favoured online education because of its ease of usage, convenience, remote accessibility and system response speed. But most of the parents and teachers preferred offline education