Shrinking cities are widespread throughout the world despite the rapidly increasing global urban population. These cities are attempting to transition to sustainable trajectories to improve the health and well-being of urban residents, to build their capacity to adapt to changing conditions and to cope with major events. The dynamics of shrinking cities are different than the dynamics of growing cities, and therefore intentional research and planning around creating sustainable cities is needed for shrinking cities. We propose research that can be applied to shrinking cities by identifying parallel challenges in growing cities and translating urban research and planning that is specific to each city’s dynamics. In addition, we offer applications of panarchy concepts to this problem. The contributions to this Special Issue take on this forward-looking planning task through drawing lessons for urban sustainability from shrinking cities, or translating general lessons from urban research to the context of shrinking cities.