Introduction: In November 2022, OpenAI launched ChatGPT for public use through a free online platform. ChatGPT is an artificial intelligence (AI) chatbot trained on a broad dataset encompassing a wide range of topics, including medical literature. The usability in the medical field and the quality of AI-generated responses are widely discussed and are the subject of current investigations. Patellofemoral pain is one of the most common conditions among young adults, often prompting patients to seek advice. This study examines the quality of ChatGPT as a source of information regarding patellofemoral conditions and surgery, hypothesizing that there will be differences in the evaluation of responses generated by ChatGPT between populations with different levels of expertise in patellofemoral disorders. Methods: A comparison was conducted between laymen, doctors (non-orthopedic), and experts in patellofemoral disorders based on a list of 12 questions. These questions were divided into descriptive and recommendatory categories, with each category further split into basic and advanced content. Questions were used to prompt ChatGPT in April 2024 using the ChatGPT 4.0 engine, and answers were evaluated using a custom tool inspired by the Ensuring Quality Information for Patients (EQIP) instrument. Evaluations were performed independently by laymen, non-orthopedic doctors, and experts, with the results statistically analyzed using a Mann–Whitney U Test. A p-value of less than 0.05 was considered statistically significant. Results: The study included data from seventeen participants: four experts in patellofemoral disorders, seven non-orthopedic doctors, and six laymen. Experts rated the answers lower on average compared to non-experts. Significant differences were observed in the ratings of descriptive answers with increasing complexity. The average score for experts was 29.3 ± 5.8, whereas non-experts averaged 35.3 ± 5.7. For recommendatory answers, experts also gave lower ratings, particularly for more complex questions. Conclusion: ChatGPT provides good quality answers to questions concerning patellofemoral disorders, although questions with higher complexity were rated lower by patellofemoral experts compared to non-experts. This study emphasizes the potential of ChatGPT as a complementary tool for patient information on patellofemoral disorders, although the quality of the answers fluctuates with the complexity of the questions, which might not be recognized by non-experts. The lack of personalized recommendations and the problem of “AI hallucinations” remain a challenge. Human expertise and judgement, especially from trained healthcare experts, remain irreplaceable.