This study examined the causes of flexible pavement failure, taking the Enugu/Port-Harcourt expressway as a case study; to understand possible peculiarities. Chainages 101+400 and 125+925 were the most critical, having potholes of 500mm in depth; hence, soil samples were taken from these spots. The following tests were conducted: Particle size distribution, Atterberg limits, Permeability, Compaction, and California Bearing Ratio (CBR). The results obtained showed evidence of presence of clay in the subgrade; hence, concluding that the failure was mainly caused by poor soil material. From visual condition survey, it was noted that there were no drainages even at the critical paths of the alignment, and there was a significant proportion of Heavy Goods Vehicles (HGVs) which may not have been adequately considered during design.