In early 2020, the European Union Aviation Safety Agency (EASA) published its long anticipated ‘Roadmap for Artificial Intelligence in Aviation’. This document builds upon previous European initiatives such as the High-Level Expert Group’s Ethical Guidelines on artificial intelligence (‘AI’), where the concept of ‘trustworthiness’ is embedded as a key pillar and a pre-requisite for developing and deploying AI technologies. The roadmap assesses the associated ethical, safety and regulatory challenges that may arise from the deployment and use of AI applications in aviation. This article provides an overview of the main takeaways, strengths and weaknesses of this roadmap. It critically analyses the main challenges of AI-driven technologies throughout the entire aviation domain. The article argues the roadmap would benefit from considering new regulatory tools and processes, such as regulatory sandboxing and AI-driven certification, and contends any efforts for standardization of AI in aviation must be reconciled with existing standardization of automation and that this may not always be a straightforward process as far as interoperability is concerned. Finally, the article argues that further exploration of the identification and allocation of liability will be indispensable in fostering increased levels of trust in AI-enabled aviation.