Artificial intelligence (AI) has helped enhance the management of software development projects through automation, improving efficiency and enabling project professionals to focus on strategic aspects. Despite its advantages, applying AI in software development project management still faces several challenges. Thus, this study investigates key obstacles to applying artificial intelligence in project management, specifically in the project planning phase. This research systematically reviews the existing literature. The review comprises scientific articles published from 2019 to 2024 and, from the inspected records, 17 papers were analyzed in full-text form. In this review, 10 key barriers were reported and categorized based on the Technology–Organization–Environment (TOE) framework. This review showed that eleven articles reported technological challenges, twelve articles identified organizational challenges, and six articles reported environmental challenges. In addition, this review found that there was relatively little interest in the literature on environmental challenges, compared to organizational and technological barriers.