This paper will visually inspect and evaluate the flexible pavement failures for maintenance planning. It is quite important to examine and identify the causes of the failed pavement to select a proper treatment option. Based on previous experiences, obtained through literature reviews, systematic guidelines for evaluation of damaged pavement are proposed to provide useful information for maintenance work. The study consisted of two tasks: the first covered the visual inspection of the existing pavement failures, whereas the second investigated the actual causes of these failures. As a case study, Obeid Khatim road in Khartoum was selected for investigation. An intensive field work was carried out on the existing pavement condition of this road. It was found that most of the damaged pavement sections suffered from severe cracking and rutting failures. These failures might have been caused by fatigue failure on pavement structure due to the movement of heavily loaded truck-trailers. The damage could also be attributed to poor drainage, inadequate design and improper pavement materials used.