This article examines the optimal gear ratios in speed shifting of a city bike. We first defined the environmental factors of the bike as slope and velocity, the product factor as gear ratio, the objective factors of the user as pedaling rate and heart rate, and the subjective factor of the user as comfort. We performed two experiments. The first experiment is the factor experiment, the usage range and characteristics of such factors of the city bike as slope, velocity, gear ratio, pedaling rate, heart rate, and gear change frequency are obtained from analysis of test results. The second experiment is the comfort experiment. Based on the results of the factor experiment, we set three levels for each factor of velocity, slope, and gear ratio to perform experiments. We examined and predicted variable relationships through analysis of variance and regression analysis of the results of the comfort experiment. The gear ratio range obtained in this study was 0.80-2.55, with a gear ratio variation of 319%; the optimal 6-speed gear ratios were 0.80, 1.00, 1.42, 1.53, 1.66, and 2.55. The experimental design, analysis methods, and evaluation results established by this study can be used as a reference for the development of new products and in related studies.