This research aims to evaluate the challenges in facilitating online teaching for secondary education during the COVID-19 pandemic based on a case study in the western province of Sri Lanka. With the pandemic, teachers had to face many challenges concerning online teaching, as they were unprepared for the remote teaching process that was to follow. For this research, teachers were able to give an account of their experiences, challengers and the sacrifices that had to be made in adapting to this new method of teaching. A mixed method of data collection and analysis was used in this research, as both quantitative and qualitative methods in combination would provide a better understanding of research problem enhancing the validity of the results. Through the findings of this research, it was revealed that most schools and its teachers had embraced online teaching in the midst of the many challengers during COVID-19. Thereby it is vital that measures are taken to overcome and to mitigate the effects these challenges faced in online teaching, making it possible for teachers to deliver an online education for students that is on par with other technologically advanced education system.