Given the vulnerability of networks and systems to disasters, it becomes imperative to ensure the robustness of systems by equipping decision makers with the tools to make the best routing, recovery and reinforcement decisions before, during and after a disaster occurs. Specifically, focus should be placed on critical infrastructure, which refers to any good or service system that allows modern society to function. Critical Infrastructure networks include security networks, IT networks, biological networks and many more. In this study, the focus has been on the transportation networks in the downtown Chicago area with the objective of identifying critical nodes and edges in downtown Chicago that are essential for maintaining the traffic flow in the transportation network. The analysis thus aims to coordinate centrality measures and operational data to give a holistic analysis of the important hubs in the city. Certain edges have been identified as important to the overall network resilience by combining operational and network data.