The re-entry policy was launched in 1997: this policy advocates that girls who drop out of school due to pregnancy should be re-admitted after giving birth. The aim of this policy is to implement measures that will help prevent the exclusion of young mothers from furthering their education. In the event of a girl been forced out of school due to pregnancy, the Ministry of Education has provided guidelines to assist schools and other stakeholders such as parents and guardians to ensure that girl is enabled to complete her education. Despite the re-entry policy being in existence for 18 years now, little has been done to focus on the challenges faced by girls who fall pregnant and re-admitted back to school. Therefore, the study addresses the challenges faced by girls who fall pregnant and re-admitted back to school in selected schools in Mpongwe District. If these challenges are not addressed hastily, they will impede girls’ progress even when they go back to school after pregnancy. The methodology used in this study included research design, target population, sampling techniques, data collection methods and data analysis. In this study the views of the teachers and the re-admitted a girls are presented. The study calls for a shift of attention and redistribution of energies in addressing the challenges faced by the re-admitted girls in order to enhance the proper implementation of the policy. The findings of this study further shows that although the policy is perceived to be good its guidelines are not clear on how many times the girl should be re-admitted. It is therefore recommended that the future policies should take into account the views of beneficiaries and implementers at school level before policy directives are sent to schools so that they can prepare and adjust accordingly. There is need for the Ministry of Education to recognize a concept of contingency and allow for diversity of views and perspectives from other stakeholders. The ministry of Education and Schools should broaden their monitoring tools to enable them monitor and provide support for girls, so that they do not temporarily return and dropout completely. The Ministry of Education should strengthen the guidance and counseling sections at school level and incorporate the aspect of providing emotional and psychological support for the re-entry girls. Schools should hold, “massive sensitization workshops for teachers, parents/guardians and pupils time to time. The Schools should promote the presence of clubs and broaden their roles so that the re-admitted girls can be accommodated.