Toothache and headache on one side medicine
One-sided toothache with a headache can come from an inflamed tooth, sinus pressure, jaw muscles, or another nearby structure.
The short answer
One-sided toothache with a headache can come from an inflamed tooth, sinus pressure, jaw muscles, or another nearby structure. Pain medicine may reduce symptoms temporarily, but it does not remove decay, a crack, infection, or gum disease.

What is the direct answer?
What does this question mean?
A tooth with pulp inflammation can send pain through branches of the trigeminal nerve, so the forehead, cheek, ear, or jaw may also ache on that side. Upper tooth pain can also be referred from an inflamed maxillary sinus, while clenching can overload the temporalis and masseter muscles.
What can you do next?
Rinse gently with warm water, clean around the painful tooth, and use an over-the-counter pain reliever only as directed on its label and appropriate for your health history. Avoid placing aspirin or concentrated chemicals on the gum, and avoid chewing on that side until the cause is assessed.
When should you seek dental care?
Arrange a dental examination promptly if pain persists, returns after medicine wears off, or is triggered by biting, heat, or cold. Seek urgent care for facial swelling, fever, difficulty swallowing or breathing, spreading redness, or inability to open the mouth normally.
What should you ask the dentist?
Ask whether the pain is coming from the tooth, sinus, gum, or jaw joint and whether testing shows pulp inflammation, decay, a crack, or an abscess. Ask which treatment addresses the cause, what symptoms require urgent review, and which pain medicines fit your medical history.
Frequently asked questions
Can a cavity cause a headache on one side?
Yes. Pulp inflammation from decay can refer pain into the cheek, temple, ear, or jaw on the same side.
Why does medicine stop helping?
The medicine may wear off while the underlying inflammation, crack, decay, or infection remains untreated.
