Finding a method to evaluate people’s emotional responses to urban spaces in a valid and objective way is fundamentally important for urban design practices and related policy making. Analysis of the essential qualities of urban space could be made both more effective and more accurate using innovative information techniques that have become available in the era of big data. This study introduces an integrated method based on geographical information systems (GIS) and an emotion-tracking technique to quantify the relationship between people’s emotional responses and urban space. This method can evaluate the degree to which people’s emotional responses are influenced by multiple urban characteristics such as building shapes and textures, isovist parameters, visual entropy, and visual fractals. The results indicate that urban spaces may influence people’s emotional responses through both spatial sequence arrangements and shifting scenario sequences. Emotional data were collected with body sensors and GPS devices. Spatial clustering was detected to target effective sampling locations; then, isovists were generated to extract building textures. Logistic regression and a receiver operating characteristic analysis were used to determine the key isovist parameters and the probabilities that they influenced people’s emotion. Finally, based on the results, we make some suggestions for design professionals in the field of urban space optimization.