This study assesses the extent of teenage pregnancy in Eswatini with a focus on public schools in the constituencies and region. In addition, the study examines which regions are affected by teenage pregnancies and adopts a Generalised Ordered Logit Model to determine the likelihood of teenage pregnancies across the regions in Eswatini. The study locates the Hhohho and Manzini regions as high teenage pregnancy areas and further identifies mothers in Lubombo and Shiselweni as more vulnerable to repeat births. Not surprisingly, the study finds that teenage pregnancies occur in Eswatini’s poverty-stricken areas – where there are low economic activities and the households are experiencing low incomes. These are places such as Madlangempisi, Ngwempisi, Sigwe, and Lomahasha. Teenage pregnancies occur when learners are idle during school holidays. The government is advised to consider intensifying policies and programmes geared towards reducing or eradicating teenage pregnancies in Eswatini. Such policies should deliberately target rural areas and focus on creating employment opportunities to relieve households from low incomes.