Technology has become a fundamental means to encourage reliable and more effective assessments. Rapid technological developments have led to the widespread use of digital platforms and devices in all aspects of life. Educational institutions worldwide had to take advantage of this technological leap during pandemics such as COVID-19, which changed the shape of higher education and prompted the entire globe to adopt online learning as a new form of teaching. E-learning has ushered in a revolution in the educational process. E-assessment has become a significant tool of e-learning in many parts of the world, and has served as an alternative to evaluate students' performance. E-assessment has many advantages such as being reliable, flexible, and accessible through many devices. However, it is unfamiliar to both teachers and students and vulnerable to piracy, cheating, and impersonation. Thus, this study aims to investigate the challenges of e-assessment faced by teachers and students during e-learning at Aligarh Muslim University (AMU), India. The theory of planned behavior (TPB) was applied to test participants' attitudes toward implementing e-assessment during online learning. The study used a quantitative method, and an online questionnaire was delivered to 120 participants. The survey addressed three domains: (1) technological and technical challenges, (2) teachers' challenges, and (3) students' challenges. The findings of the study showed that both teachers and students were unfamiliar with this type of assessment as they used it for the first time.