Design: Evaluation of the diagnostic accuracy of ChatGPT, available to the public and easily accessible tool, in identifying common otological pathologies using standardized otoscopic images. Setting: In this prospective uncontrolled observational study six common otological pathologies—serous otitis media, acute otitis media, bullous myringitis, otitis externa, perforated tympanic membrane, and chronic otitis with cholesteatoma—were selected. Additionally, images of normal tympanic membranes were included. Ten standardized images for each pathology were sourced. These images were analyzed by ChatGPT-4 via its API, which was queried for the most accurate diagnosis. Results: ChatGPT-4 correctly diagnosed normal tympanic membranes in 30% of cases, frequently misidentifying them as serous otitis media. The AI accurately identified serous otitis media in 60% of cases, with the remaining misdiagnosed mainly as normal tympanic membranes. Similarly, acute otitis media was correctly diagnosed 60% of the time, often confused with serous otitis media. Bullous myringitis was correctly identified in 40% of cases, commonly misdiagnosed as acute otitis media. Otitis externa was correctly diagnosed in 40% of cases but was frequently mistaken for cholesteatoma. The AI accurately diagnosed perforated tympanic membrane in 20% of cases, with the majority misidentified as cholesteatoma. Cholesteatoma had the highest accuracy rate at 90%, with few misdiagnoses. Conclusion: ChatGPT-4 demonstrates promise in accurately diagnosing otological conditions such as cholesteatoma but has limitations, particularly in distinguishing between similar pathologies. The findings underscore the potential of AI as a diagnostic aid while highlighting the need for cautious integration into clinical practice to avoid unnecessary tests and misdiagnoses.