Submarines have killed a lot of ships over the course of history. Granted, in the 72 years since World War II ended, the total has been very small. Prior to that, tens of thousands of ships were hit by submarine attack.
Ironically, while an American sub has claim to the largest ship ever sunk by submarine, a Japanese sub, the I-19, can arguably claim it deserves credit for the most devastation in a single attack.
The date was Sept. 15, 1942. The United States was running a large convoy to support elements of the 1st Marine Division on Guadalcanal. The carrier USS Wasp (CV 7) was among the escorting force, which included the battleship USS North Carolina (BB 55), the cruisers USS Helena (CL 50) and USS Salt Lake City (CA 25), and a number of destroyers, including USS Laffey (DD 459) and USS O'Brien (DD 415).
Japanese submarine I-19. (Photo from Wikimedia Commons)
The Wasp's design had been dictated by limits imposed by the 1921 Washington Naval Treaty. In essence, she was a scaled-down Yorktown-class design, displacing about 14,900 tons compared to the 20,100 tons of Yorktown (CV 5), Enterprise (CV 6), and Hornet (CV 8). At the time of the Guadalcanal campaign, Wasp carried 25 F4F Wildcats, 26 SBD Dauntless, and 9 TBF Avengers. A potent force, it had missed the Battle of the Eastern Solomons.
According to the Dictionary of American Naval Fighting Ships, the I-19 made her attack around 2:44 PM, firing six torpedoes. Three hit the Wasp forward, where aircraft fuel and munitions were stored. The torpedoes fatally wounded the carrier. In 36 minutes, it was obvious the Wasp had to be abandoned. But the spread did more.
USS O'Brien (DD 415) hit by a torpedo fired by I-19 as USS Wasp (CV 7) burns fro three other torpedo hits from the same spread. (US Navy photo)
One torpedo hit the battleship North Carolina, tearing a good-sized hole in the fast battleship, but only did minor damage. A 5.5-degree list got corrected in less than six minutes, per DANFS. A fifth torpedo hit the destroyer USS O'Brien in the bow, in what appeared to be minor impact at first. O'Brien would sail under her own power to a series of forward bases. But on Oct. 19, 1942, effects of the hit caused the destroyer to break in half and sink after a 3,000 mile journey.
The I-19 would escape after this brilliant attack, but eventually karma exacted its price. During the Gilbert Islands campaign, the submarine was located by the USS Radford (DD 446) and sunk with all hands. The video below shows some of USS Wasp's moments of agony after the torpedo attack.