Most of the roads constructed in Ethiopia fail prematurely before serving the design life due to various causes arising from many factors. One of the roads that failed before reaching its design lifetime is the Bako to Nekemte Trunk Road. This road was constructed and opened to traffic in 2013. The design pavement life was estimated at 20 years. However; pavement failures have manifested since 2014 after it was opened for traffic. The main objective of this research was to investigate the cause for the failure of flexible pavement on the Bako to Nekemte road segment. To achieve this objective, the study was followed by the experimental research type and purposive sampling method. Also, field observation and pavement condition survey methods for data collection were used. The asphalt, base course, subgrade, and sub-base layer material sampled from the road segment are the material used for this study. Different pavement failures such as rutting, pothole, alligator cracking, raveling, edge cracking, depression, and corrugation were observed along the road section. For estimations of pavement condition index, the road was divided into five different sections based on distress densities, which were measured during the pavement condition survey. From those five sections, four sections were selected for the determination of the Pavement Condition Index (PCI). Using systematic random sampling 159 sample units were evaluated for Pavement Condition Rating (PCR) and the result shows 1.89% excellent, 8.18% very good, 20.13% good, 31.45% fair, 18.87 % poor, 18.24% very poor, and 1.26% failed. Based on PCI value, samples of pavement layer were taken from failed surface condition (1), poor surface condition (2), and none distressed area (1) for comparison purposes. Different quality tests like Atterberg limit, wash gradation, soil classification, compaction test, California Bearing Ratio (CBR), Los Angeles Abrasion (LAA), Flakiness Index ( FI), Aggregate Crushing Value (ACV), Ten percent fines value (TFV), bitumen content, and gradation of asphalt were carried out. The results of these tests were compared with ERA specifications to identify the probable cause of pavement failure. The study found that the cause for failure of flexible pavement in the case of Bako to Nekemte was: insufficient and absence of side drainage structure, traffic loading, poor gradation of base course and sub-base material, and poor quality of subgrade soil. The study also recommended that the road urgently needed routine maintenance as a treatment option to reduce further deterioration and extend its service time.