In the light of ongoing global urbanization and the high pace of resource consumption, there is an urgent need to foster compact cities. Currently, however, we lack integrative guidelines on how to manage trade-offs between urban densification and the provision of green space. Against this background, this study applies the concepts of green infrastructure and ecosystem services to develop a guideline for landscape planning to foster compact and green cities. The guideline was tested on the example of the landscape plan of Dresden (Germany), which foresees a compact city in a green network. Results show that the concepts of ecosystems services and green infrastructure can support urban practitioners in structuring the complex interrelations between landscape planning and compact and green cities. The developed guideline provides an integrative framework for modular landscape planning that: (1) reflects the spatial heterogeneity and properties of urban ecosystems and landscapes; and (2) considers cities as integrated socio-ecological systems. The case study indicates that a more comprehensive perspective of cities and their ecosystem is required, one that connects green with grey infrastructure. Further research should focus on how the green infrastructure concept can be refined to incorporate strategic planning for compact cities.