Temporomandibular Joint (TMJ) Disorder: This condition is a common cause of ear pain and headache, especially in middle-aged women. The symptoms can be exacerbated by jaw movements, and the patient may also experience jaw clicking or locking.

Tension Headache: Tension headaches can cause bilateral ear pain and headache, often described as a band-like pressure around the head. Stress, poor posture, and jaw clenching can contribute to this condition.
Sinusitis: Sinus infections can cause pain in the ears, face, and head, especially if the maxillary or frontal sinuses are involved. The patient may also experience nasal congestion, fever, and cough.
Earwax Impaction: Impacted earwax can cause ear pain, fullness, and headache, especially if the wax is pushing against the eardrum. The patient may also experience hearing loss or itching in the ear canal.

Giant Cell Arteritis: This condition is a medical emergency that can cause severe headache, jaw claudication, and ear pain. If left untreated, it can lead to blindness or stroke. Although it's less common, it's crucial to consider this diagnosis in older adults.
Meningitis: Meningitis is a life-threatening infection that can cause severe headache, ear pain, and fever. The patient may also experience stiff neck, confusion, and vomiting.
Otogenic Meningitis: This condition occurs when a middle ear infection spreads to the meninges, causing meningitis. The patient may experience ear pain, headache, and fever, as well as symptoms like stiff neck and confusion.

Ramsay Hunt Syndrome: This condition is caused by the varicella-zoster virus and can cause ear pain, headache, and facial weakness. The patient may also experience a rash in the ear canal or on the face.
Trigeminal Neuralgia: This condition causes sudden, severe facial pain, including ear pain and headache, often triggered by light touch or movement. The patient may experience pain in one or more branches of the trigeminal nerve.