To investigate how oral and maxillofacial surgery (OMS) clinicians and trainees perceive and apply artificial intelligence (AI), examining their familiarity, viewpoints, and behaviors regarding its role in OMS clinical care and education. A cross-sectional questionnaire-based investigation was undertaken among OMS specialists and trainees in Singapore to gather their opinions on AI in OMS. The instrument contained 25 items, organized into five parts, and was distributed via an online survey platform. 48 individuals filled in the questionnaire, of whom 37 were specialists, and 11 were trainees. A sound grasp of AI was lacking among 60.4% of those surveyed; 52.1% were uninformed about AI’s applications in OMS; and 81.3% had never received any AI-related instruction. A large majority considered AI likely to be useful for diagnosis and treatment planning (72.9%), for boosting patient outcomes (75.0%), and believed it ought to be embedded in OMS training (68.8%). Although gender-based differences were absent, younger individuals showed a tendency toward more favorable perspectives (P < 0.05). Worries highlighted by respondents included erroneous diagnoses or plans (77.1%), excessive reliance (70.8%), confidentiality and data safety risks (41.7%), and elevated healthcare expenditure (41.7%). Even though most respondents (68.8%) indicated using AI in everyday life and recognized that AI made executing tasks simpler (62.5%), the majority had yet to incorporate AI into their clinical workflow (62.5%). It felt insufficiently trained or resourced for that step (79.2% and 58.3%, respectively). OMS specialists and trainees in Singapore predominantly harbor optimistic attitudes toward AI, with younger subjects leaning toward more positive views. Both knowledge and practical application present scope for growth.