A 37-year-old pregnant woman presented with a swollen and painful left leg, breathlessness, and abdominal pain. Her symptoms and family history were suggestive of venous thrombosis. Evaluation through duplex ultrasonography confirmed deep vein thrombosis in her left leg. As venous thrombosis is a leading cause of maternal mortality, she was treated promptly with low molecular weight heparin according to her weight to prevent pulmonary embolism. Due to her risk factors including obesity, family history, and hyperemesis during pregnancy, she is at high risk for recurrence and will require thromboprophylaxis during any future pregnancies.