This case report describes the first documented instance of a left-sided chylothorax resulting from an isolated stab wound to the ipsilateral (left) hemithorax in a 20-year-old man. The patient was successfully treated with chest tube drainage and a 'nil per os' (nothing by mouth) dietary regimen, with chyle output gradually resolving over approximately 5 days. This case highlights that traumatic chylothorax can occur on the left side following penetrating trauma, challenging the typical expectation of right-sided thoracic duct injury, and demonstrates that conservative management can be effective.