Involuntary migration triggered by war has the capacity to generate substantial socioeconomic and environmental changes in cities of developing countries, resulting in aberrant alterations to land use and land cover (LULC). This scenario has the potential to diminish the quality of life of inhabitants of a city and present administrative challenges for government and other officials. Gauging the scope and trajectory of urban LULC changes in a war-related environment is pivotal for urban and regional planning, the sustainability of natural resources, and information needs of policy makers. Scholarships that link remote sensing to social science mostly focus on a non-conflict environment, resulting in little or no information on the ramifications of conflict-induced forced migration on changes in LULC. As a result, the role of civil conflict-induced forced migration on the composition and configuration of urban landscape in developing countries remains elusive. This study employs a dense time stack of Landsat-5 Thematic Mapper (TM) images and a hybrid classification approach that integrates linear spectral unmixing and an ensemble decision-tree classifier to characterize LULC in a primate city and two lower-ranked cities in Sierra Leone. The study examined three time-steps which span 1986–1991, 1991–2002, and 2002–2010 with the overarching goal of elucidating changes in LULC conditioned by civil conflict. Image classification accuracy (overall accuracy) ranged between 84.0% and 90.2%. The study demonstrated that civil conflict has the capacity to trigger notable growth in urban agricultural land (37.4%) in a primate city, while the expansion of residential (112.7%) and industrial/commercial (18.7%) lands is more prominent in a lower-ranked city. The study further revealed that population expansion does not necessarily result in significant growth in residential area in a primate city that has experienced civil conflict.