Introduction: Postpartum chronic subdural hematoma (PCSDH) of non-traumatic origin is a rare but potentially life-threatening complication in the obstetric population which usually presents with severe headache. Case Report: We describe timely diagnosis and surgical management of a 27-year-old female patient with bilateral chronic subdural hematoma of non-traumatic origin in the post-postpartum period for which surgical management was employed following irresponsive conservative management. Conclusion: The suspicion of chronic subdural hematoma should be considered in any patient complaining of severe persistent headache following spinal anesthesia in the postpartum period and requires prompt neuroimaging for timely identification. Surgical management following irresponsive conservative management in selected patients can be achieved with satisfactory outcomes.