External air movement within built neighborhoods is highly dependent on the morphological parameters of buildings and surroundings, including building height and street cavity ratios. In this paper, computational fluid dynamics (CFD) methods were applied to calculate surface pressure distributions on building surfaces for three city models and two wind directions. Pressure differences and air change rates were derived in order to predict the heating load required to cover heat losses caused by air infiltration. The models were based on typical urban layouts for three cities, and were designed of approximately equal built volumes and equal air permeability parameters. Simulations of the three analyzed building layouts resulted in up to 41% differences in air change rates and heat losses caused by air infiltration. In the present study, wind direction did not have a significant impact on the relative difference between the models, however sideward wind direction caused higher air change rates and heat losses for all simulated layouts.