In light of the complex challenges posed by climate change and rapid urbanisation, finding sustainable solutions has become increasingly urgent. Urban and spatial research is crucial in understanding how research findings can contribute to urban transformation and how the impact of such projects can be effectively monitored. Since 2019, the German Federal Ministry of Education and Research (BMBF) has been supporting ten transdisciplinary projects in Southeast Asia and China as part of the funding priority Sustainable Development of Urban Regions (SURE), which aims at fostering sustainable urban development strategies over the long term. An integral part of the funding priority is the Facilitation and Synthesis Research Project, which has developed a methodological framework for monitoring the impact of the funding priority. This paper explores impact-oriented monitoring in cross-cultural, transdisciplinary, and action-oriented urban research. Impact-oriented monitoring can help to understand various impacts, identify potential and leverage points in a timely manner, and expand problem-solving skills to go beyond existing solutions and engage in transformative research. However, its application in urban regions presents theoretical and methodological challenges. Especially in the context of urban development, monitoring impact can be challenging due to lengthy procedures, the involvement of numerous actors, and a diversity of physical and social changes that directly or indirectly influence a project. To address these challenges, the authors propose an impact-oriented monitoring system that meets the high degree of flexibility required in the context of contemporary urban challenges. The proposed monitoring is viewed as an iterative learning system that promotes reflection and continuous adaptation, taking into account a cyclical planning logic. The authors argue that an impact-oriented monitoring system that provides this flexibility requires two essential parts: self-set references that serve as criteria and a culture of reflection that becomes an integral part of the project work and allows for maneuver. This paper presents the proposed approach and critically investigates its ability to measure change, understand the impact of projects, and ultimately enhance project performance within rapidly changing urban contexts. Developed and tested within the framework of the SURE funding priority, this approach offers a starting point and a range of tools for impact-oriented monitoring in transdisciplinary research projects, adaptable to project-specific contexts and evolving practical conditions.