Wicked problems occur when decision-makers face constant change or unprecedented challenges and when uncertainty, complexity, and stakeholder divergence are high. We shed light on wicked problems in the German energy transition. Our methods consist of a multiple-case study and comparative multi-criteria analysis, utilising the wicked problems theoretical framework introduced by Horst Rittel and Melvin Webber (1973). Based on four exemplary cases, our research covers four core energy transition sectors: energy supply (developing onshore wind power), heating/cooling (using shallow geothermal energy systems), transport (decarbonising the transport sector), and industry (decarbonising the chemical industry sector). Cross-case results illustrate where and how the 10-point frame of wicked problems manifests in the German energy transition. We do not argue that the German energy transition is inherently wicked, yet we stress the need to consider potentially wicked facets of energy transition challenges. Our results show that the four cases exhibit more wicked tendencies in the governance domain than in the technical dimension. All cases exhibit wicked facets in the governance dimension, given strong normative assumptions, value divergence, and complex governance structures with a plurality of actors. From a technical perspective, the four cases still exhibit some wicked tendencies, e.g. raw material provision, skilled workforce, and waste management. The cases differ in technology maturity, state of knowledge, and degree of policy output and regulations. In applying the wickedness lens, we acknowledge that energy transition problems cannot be solved merely by technical measures but need to be tamed. Our work reflects which challenges and main barriers pertain to the four cases of the German energy transition. Understanding the elements of wickedness in a specific problem in the first step offers insights for addressing and managing these challenges in the next step.