A 52-year-old woman developed persistent high-output bile leak after a difficult open cholecystectomy, with imaging revealing a long proximal CBD–CHD stricture and upstream non-opacified ducts. Repeat ERCP attempts failed as the guidewire repeatedly entered the large defect. A novel balloon-assisted redirection technique was used, wherein a biliary balloon catheter was advanced through the percutaneous drain and inflated at the defect, creating a temporary barrier that enabled successful guidewire entry into the left hepatic duct. Bilateral stents were placed, achieving internal drainage. Drain output decreased rapidly, collections resolved, and the patient improved without requiring surgery. This minimally invasive method offers an effective alternative for complex bile duct injuries where standard endotherapy fails.