War is not a new phenomenon. It is evident in human history throughout the centuries. The Syrian war and the Afghan war were part of human history. Many studies are conducted on case studies, yet researchers pay less attention to studying them comparatively to find out similarities and differences between them. This paper aims to do a comparative study of the Syrian War (2011-2024) and the Afghan War (1979-1989) to discover their similarities and differences. Qualitative Comparative Analysis is used to conduct this research; to probe the similarities and differences between the case studies. The data sources are secondary data. The study is based on grounded theory by constant comparing of data throughout the study. Themes are developed to find similarities and differences. Both case studies have seemed entirely different in terms of the era, geographical locations, and type of government, yet many similarities co-exist between both cases.