Under-urbanization and inadequate urban planning are byproducts of suppressed growth and development during the conflict years in Sri Lanka. The end of the conflict in May of 2009 opened up many opportunities for urban development. This study focuses on Sri Lanka’s urbanization trajectory in post conflict setting, by exploring the degree of underdevelopment in urbanization due to the conflict, and the rapid urbanization efforts in the immediate period after the end of the conflict. The study also examines the military involvement in urbanization efforts, its consequences in Sri Lanka and the political economy of urbanization.