The advancements in technological innovations have had a substantial impact on the Internet infrastructure, Web technology, and the usefulness of e-learning systems. This requires a discrete initiative to exploit the full capabilities of technological innovation to improve the functional characteristics of e-learning systems, the ensuing benefits, and to sustain educational challenges. A context-based model that incorporates explicit and widely accepted determinants of information systems success, technology acceptance, e-learning success models, and technological innovation has been developed. Empirically, the model has been validated using a logistic regression method and 458 valid responses. Findings indicate a unit increase in the level of technological innovation results in 55 times improvement in the features of e-learning systems and 3 times in e-learning outcome. Also, a unit increase in the features of e-learning systems results in three times improvement in the outcome of e-learning system. Risk minimization and achieving learning goals are the most important positive benefits of e-learning systems to students. The factor with the highest positive impact on e-learning systems is improved software service. 52% of students indicated e-learning systems are innovative. 61% specified that the usefulness and performance of e-learning system(s) are satisfactory and would strongly recommend them to others.