Cervical artery dissection (CAD), involving the cervical segments of the carotid and vertebral arteries, is a significant but often underdiagnosed cause of stroke, particularly in young adults. This chapter discusses the pathophysiology, clinical features, diagnosis, and management of headache, facial, or neck pain attributed to CAD. Dissection occurs due to a tear in the arterial wall, often presenting with unilateral, throbbing pain that may mimic primary headache disorders such as migraine. Headache is frequently the first and most common symptom, and its characteristics may vary depending on whether the dissection is in the carotid or vertebral artery. While carotid dissections often cause temporal and frontal pain, vertebral artery dissections are typically associated with occipital and nuchal pain, sometimes accompanied by photophobia or phonophobia. Diagnosis requires a high level of clinical suspicion and is confirmed with imaging modalities such as computed tomography angiography (CTA), magnetic resonance angiography (MRA), or magnetic resonance imaging (MRI) with fat suppression. The International Classification of Headache Disorders (ICHD-3) provides specific criteria for CAD-related headaches. Treatment focuses on preventing ischemic complications with antiplatelet or anticoagulant therapy, and headache symptoms may respond to standard analgesics or migraine medications. Prognosis is generally favorable, with most headaches resolving within weeks. However, complications like subarachnoid hemorrhage or dissecting aneurysms may worsen outcomes. Two clinical cases highlight the importance of considering CAD in the differential diagnosis of new or atypical headaches, even in patients with a history of primary headache disorders.