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Intramural haematoma of the oesophagus (IHO) is a rare, benign condition presenting as acute chest pain, dysphagia and haematemesis, secondary to a haematoma within the submucosal layer of the oesophagus. Here we present three patients (1 male and 2 female, mean age 68 years). Upper endoscopy, computed tomography (CT) scan and Gastrografin swallow were performed for diagnosis. The patients were managed conservatively. Repeat endoscopy at 1 month revealed complete resolution of the haematoma. A review of literature demonstrates IHO is twice as common in females with mean age of 61.8 years (range 20-92 years). Majority of cases were successfully managed conservatively and discharged on day 8 (range 7-15 days). Only two required surgery. Our experience and review of the literature demonstrate IHO has excellent prognosis with conservative treatment. Misdiagnosis and incorrect treatment as Boerhaave's syndrome, a cardiac event or a pulmonary pathology could lead to worsening of the clinical condition.