| Year | Date | Historical Events |
| 1940 | Apr 2 | Keel laid down at Postsmouth Naval Shipyard, Kittery, ME. |
| | Nov 29 | Launched. |
| 1941 | May 1 | Commissioned with LCDR. Allen R. Joyce in command.
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| | Jun 20 | Grenadier participated in the search for O-9 (SS-70), which had failed to surface after a deep test dive, and was present two days later as memorial exercises were conducted over the spot where O-9 and her crew lay. |
| | Nov 5 | After shakedown in the Caribbean Sea, Grenadier returned to Portsmouth Naval Shipyard, Kittery, ME. for refit. |
| | Dec 21 | Less than three weeks after the Japanese attack on Pearl Harbor, HI., Grenadier sailed for the Pacific to join the submarine fleet.
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| 1942 | Feb 4 | Grenadier’s 1st war patrol took her near the Japanese home islands, off the coast of Honshu, and brought her several targets but no sinkings. |
| | Mar 23 | Grenadier returned to Pearl Harbor, HI. |
| | Apr 12 | Grenadier departed Pearl Harbor, HI. on her 2nd war patrol along the Shanghai-Yokohama and Nagasaki-Formosa shipping lanes. |
| | May 8 | Grenadier sank the transport Taiyo Maru. Post-war examination of records showed Taiyo Maru was enroute to the East Indies with a group of Japanese scientists, economists, and industrial experts bent on expediting the exploitation of the territory. |
| | May 25 | Grenadier was diverted from her patrol area to Midway Island, where she formed part of the submarine patrol line as the American fleet in a bloody but brilliant battle handed the Imperial Navy it's first defeat in some 300 years. |
| | Jun 11 | Grenadier returned to Pearl Harbor, HI. |
| | Jul 1 | Grenadier depated Pearl Harbor, HI. on her 3rd war patrol which was in the Truk area, heavily patrolled by enemy ships and planes. |
| | Sep 10 | Grenadier returned to Fremantle, Australia. |
| | Oct 13 | Grenadier departed Fremantle, Australia on her 4th war patrol for the Malay Barrier. |
| | Dec 10 | Returned to Fremantle, Australia. |
| 1943 | Jan 1 | Grenadier departed on her 5th war patrol, from Fremantle. Australia, under the commnd of Willis Lent. |
| | Jan 10 | Grenadier sank a 75 foot schooner with her deck guns. |
| | Jan 12 | Grnadier sank a small tanker with a barge in tow, with her deck guns. |
| | Jan 22 | Grenadier conducted an aggressive attack on two cargo ships but did not sink them.
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| | Feb 20 | Grenadier returned to Brisbane, Australia. |
| | Mar 20 | Grenadier departed Brisbane, Australa on her last war patrol and headed for the Strait of Malacca, gateway between the Pacific and Indian Oceans. |
| | Apr 22 | Grenadier was scuttled after being heavily damaged by a Japanese aircraft off Malay Peninsula. Her crew was taken prisoner by the Japanese. 4 died in captivity. |