Diagnosing a headache can be challenging for a physician and even more difficult for a dentist. Eagle's syndrome, caused by an abnormal elongation of the styloid process, may result in headaches. Radiographic imaging is crucial for diagnosis. A 24-year-old male came in with pain on the left side of his forehead and neck. Despite numerous consultations with various doctors, a definitive diagnosis was never made. We conducted a thorough examination, followed by an orthopantomogram (OPG) and cone-beam computed tomography (CBCT), which revealed a bilateral elongated styloid process. Consequently, we diagnosed the patient with bilateral Eagle's syndrome based on his history, clinical examination, and radiographic findings. The diagnosis of Eagle's syndrome is often overlooked due to misleading and overlapping symptoms, leading patients to consult multiple doctors without finding relief from their condition. A case of bilateral Eagle's syndrome is presented through a comprehensive examination and essential radiographic imaging techniques. This report highlights the importance of accurate and timely diagnosis to improve a patient's quality of life.