Passive cooling designs & technologies offer great promise to lower energy use in buildings. Though the working principles of these designs and technologies are well understood, simplified tools to quantitatively evaluate their performance are lacking. Cooling by night ventilation, which is the topic of this research, is one of the well known passive cooling technologies. The building's thermal mass can be cooled at night by ventilating the inside of the space with the relatively lower outdoor air temperatures, thereby maintaining lower indoor temperatures during the warmer daytime period. Numerous studies, both experimental and theoretical, have been performed and have shown the effectiveness of the method to significantly reduce air conditioning loads or improve comfort levels in those climates where the night time ambient air temperature drops below that of the indoor air. The impact of widespread adoption of night ventilation cooling can be substantial, given the large fraction of energy consumed by air conditioning of buildings (about 12-13% of the total electricity use in U.S. buildings). Night ventilation is relatively easy to implement with minimal design changes to existing buildings. Contemporary mathematical models to evaluate the performance of night ventilation are embedded in detailed whole building simulation tools which require a certain amount of expertise and is a time consuming approach. This research proposes a methodology incorporating two models, Heat Transfer model and Thermal Network model, to evaluate the effectiveness of night ventilation. This methodology is easier to use and the run time to evaluate the results is faster. Both these models are approximations of thermal coupling between thermal mass and night ventilation in buildings. These models are modifications of existing approaches meant to model dynamic thermal response in buildings subject to natural ventilation. Effectiveness of night ventilation was quantified by a parameter called the Discomfort Reduction Factor (DRF) which is the index of reduction of occupant discomfort levels during the day time from night ventilation. Daily and Monthly DRFs are calculated for two climate zones and three building heat capacities. It is verified that night ventilation is effective in seasons and regions when day temperatures are between 30 oC and 36 oC and night temperatures are below 20 oC. The accuracy of these models may be lower than using a detailed simulation program but the loss in accuracy in using these tools more than compensates for the insights provided and better transparency in the analysis approach and results obtained.