The management of complex transportation projects requires a fundamental change in how they are approached. The traditional methodology for managing cost, schedule, and design, on transportation projects is not adequate for complex projects.A five-dimensional model has been developed adding context and finance, which have previously been regarded merely as external risks. The five-dimensional model has been developed from an extensive literature search pertaining to the management of complex transportation projects and provides a framework for mapping the complexity of projects. The main purpose of this research is to present results found on complex transportation projects that illustrate a new type of management approach for project managers. The information gathered from these case studies can be used to examine similarities to infer common sources of complexity, and mapping of each project facilitates resource allocation decisions based on these commonalities.