Suicide is considered a global problem; within the prison setting, it is a very crucial issue and requires a lot of attention from the government and other stakeholders to prevent it. The COVID-19 pandemic further complicated the situation for the person behind bars, and there was an increase in cases of suicide and mental health issues in the prison. Sawant (2018) reported in an editorial article that from 1995 to 2014, 999 suicides were reported in India, with 141 of those occurring in Tamil Nadu prisons. The national crime record bureau (NCRB) reports an average of 63 suicide cases every year in prison during the period of 2007–2011. The current review chapter aims to find the literature related to suicide among prisoners. Also, the author has dealt with many cases of prisoners who were having suicidal thoughts; those case studies will be reported in detail in this chapter. The case studies will focus on delineating the psychopathology, the crime history, the mental state examination, and the psychological assessments administered to the prisoners. Mental illness alone cannot be the aetiology of suicidal behaviour in prison. Suicide should be dealt with in a multifactorial manner for effective prevention.