Ensuring a minimum operational level of road networks in the presence of unexpected incidents is becoming a hot subject in academic circles as well as industry. To this end, it is important to understand the degree to which each single element of the network contributes to the operation and performance of a network. In other words, a road can become an ''Achilles-heel'' for the entire network if it is closed due to a simple incident. Such insight of the detrimental loss of the closure of the roads would help us to be more vigilant and prepared. In this study, we develop an index dubbed as Achilles-heel index to quantify detrimental loss of the closure of the respective roads. More precisely, the Achilles-heel index indicates how many drivers are affected by the closure of the respective roads (the number of affected drivers is also called travel demand coverage). To this end, roads with maximum travel demand coverage are sorted as the most critical ones, for which a method-known as ''link analysis''-is adopted. In an iterative process, first, a road with highest traffic volume is first labeled as ''target link,'' and second, a portion of travel demand which is captured by the target link is excluded from travel demand. For the next iteration, the trimmed travel demand is then assigned to the network where all links including the target links run on the initial travel times. The process carries on until all links are labeled. The proposed methodology is applied to a largesized network of Winnipeg, Canada. The results shed light on also bottleneck points of the network which may warrant provision of additional capacity or parallel roads.