Tropical Cyclones (TCs) are among the most destructive natural disasters and have significant impacts on many coastal urban areas in the United States. This situation is particularly severe in the coastal and near-coastal regions along the Gulf Coast, Florida, and the eastern seaboard. Since 1980, there have been 66 billion-dollar TC events in the U.S., resulting in nearly 7,200 deaths. Despite this significant societal and economic impact, the link between urbanization and TC rainfall hasn’t been widely studied. While some research has been done to see how human activities influence rainfall from TCs in urban areas, we know much less about how cities change the rainfall patterns of these storms. This dissertation aims to fill this knowledge gap by examining how cities impact rainfall during TCs. To achieve this aim, I conducted three studies in different urban settings and various TCs with varying intensities of rainfall. I used the Weather Research and Forecasting (WRF) model to complete several simulations for each study. First, I focused on Charlotte, North Carolina, a near-coastal city, analyzing five storms. Next, I looked at wet and dry storms (based on total rainfall) over New Orleans, Louisiana, a coastal city. Finally, I studied the combined and individual impacts of three urban clusters in the northeastern U.S. (New York-New Jersey, Philadelphia, and Washington DC-Baltimore) on TC rainfall for Hurricanes Irene and Ida. The findings from all three studies show that, generally, cities increase rainfall during TCs. However, the level of impact is different for different storms and urban development. Charlotte had a higher impact on the wettest storms. In contrast, New Orleans had a more significant overall effect due to its coastal location and high rainfall intensity, even for drier vi storms. In regions with multiple urban clusters, rainfall modification by the cities was more pronounced when the city was surrounded by other urban areas. These results can help urban planners and disaster management officials to better prepare for future storms and make cities more resilient.