There has been much work done predicting the effects of climate change on transportation systems, this research parallels that past work and focuses on the effect of changes in precipitation on roadway drainage systems. On a macro level, this work addresses the process that should be taken to make predictions about the vulnerability of this system due to changes in precipitation. This work also addresses the mechanisms of failure of these drainage systems and how they may be affected by changes in precipitation due to climate change. These changes may entail more frequent failure by certain mechanisms, or a shift in the mechanisms for particular infrastructure. A sample water basin in the urban environment of Phoenix, Arizona is given as a case study. This study looks at the mechanisms of failure of the infrastructure therein, as well as provides a process of analyzing the effects of increases in precipitation to the vulnerability of this infrastructure. It was found that drainage structures at roadways being currently designed will see increases from 20-30% in peak discharge, which will lead to increased frequency of failure.