Congenital uterine anomalies may cause various reproductive problems, including difficulty performing vaginal surgical termination of pregnancy (TOP). We report the case of a 35-year-old woman with a uterus bicornis bicollis (a double, partially fused uterus with two cervices and a vaginal septum), who was requesting termination of pregnancy following two failed attempts at vacuum aspiration. Flexible hysteroscopy, in combination with transabdominal ultrasound, was used to facilitate the correct passage of the dilators during a successful dilatation and evacuation (D&E) followed by insertion of intra-uterine progestogen-only contraceptive system ('Mirena'). On review of the literature, we found no similar cases reported.