Numerous studies have identified spatial variability in convective parameters such as rainfall totals and lightning flashes in the vicinity of large urban areas, yet many questions remain regarding the storm-scale processes that are altered during interaction with a city as well as which urban features are most responsible for storm modification. This study uses an idealized, two-dimensional cloud model to investigate structural and evolutionary changes in a squall line as it passes over a simplified representation of a large city. A parameter space exploration is done in which the parameters of the city—surface temperature and surface roughness length—are systemically increased relative to the region surrounding the idealized city. The resultant suite of simulations demonstrates that storm parameters such as vertical velocity, hydrometeor mass, upward mass flux, and buoyant accelerations are enhanced when the storm passes over the idealized city. No such enhancement occurs in the control simulation without an idealized city.