| Season | Winners | Runners Up | Result |
|---|---|---|---|
| 1906-07.... | Boys of England | South Petherwin | 3-0 |
| 1907-08 | Boys of England | United Rovers | 5-0 |
| 1908-09 | Dunheved College | Royal Borough | 4-3 |
| 1909-10 | Dunheved College | . | 1910 AGM Report |
| 1910-11 | . | . | No information |
| 1911-12 | . | . | No information |
| 1912-13 | Launceston Reserves........................ | Launceston Albion | 4-1 |
| 1913-14 | Launceston Reserves | Launceston Grocers | 2-1 |
| Season | Winners | Runners Up | Result |
|---|---|---|---|
| 1921-22.... | Launceston Juniors | Coad's Green | 3-1 |
| 1922-23 | Stoke Climsland | Coad's Green | 2-1 |
| 1923-24 | Stoke Climsland | Lifton Argyle | 4-2 |
| 1924-25 | Tavistock Comrades | Stoke Climsland........... | 4-2 |
| 1925-26 | Stoke Climsland | Lifton Argyle | 1-0 |
| 1926-27 | Stoke Climsland | Ashwater | 2-0 |
| Season | Winners | Runners Up | Result | |
|---|---|---|---|---|
| 1927-28.... | Stoke Climsland | Newport Villa | 3-1 | |
| 1928-29 | Stoke Climsland | Launceston Territorials | 6-1 | |
| 1929-30 | Chilsworthy | Newport Villa | 1-0 (after replay 0-0) | |
| 1930-31 | Callington | Launceston Rovers | 2-1 | |
| 1931-32 | Chilsworthy | Launceston Rovers | 4-3 (after 2nd Replay | |
| 1932-33 | Harrowbarrow and Metherill United | Callington | 3-2 | |
| 1933-34 | Chilsworthy | Pensilva | 2-1 (after replay4-4) | |
| 1934-35 | St Dominic | Launceston | 4-3(after replay 1-1) | |
| 1935-36 | Launceston | St Breward | 2-0 | |
| 1936-37 | Moreswater | Chilsworthy | 3-1 | |
| 1937-38 | St Dominick | Chilsworthy | 2-1 | |
| 1938-39 | St Dominic | Launceston | 3-1 |
| Season | Winners | Runners Up | Result |
|---|---|---|---|
| 1946-47 | Stoke Climsland | St Anns Chapel | 4-2 |
| 1947-48 | Calstock | Tintagel | 1-0 |
| 1948-49 | Metherell | Pensilva | 3-0 |
| 1949-50 | Stoke Climsland | Pensilva | 3-1 |
| 1950-51 | Stoke Climsland | Pensilva | 3-0 |
| 1951-52 | Lifton United | Pensilva | 3-2 |
| 1952-53 | Lifton United | Pensilva | 4-3 |
| 1953-54 | Pensilva | Lifton United | 5-2 (a.e.t) |
| 1954-55 | Calstock | Pensilva | 3-1 (after replay 3-3) |
| 1955-56 | Walkham | Calstock | 1-0 |
| 1956-57 | Stoke Climsland | Lamerton | 1-0 |
| 1957-58 | Bere Alston | Callington | 3-2 (aet) |
| 1958-59 | Calstock | St Tudy | 3-1 |
| 1959-60 | Stoke Climsland | St Tudy | 4-0 |
| 1960-61 | Stoke Climsland | Bere Alston | 2-1 |
| 1961-62 | Calstock | Ashwater | 8-3 |
| 1962-63 | Bere Alston | Pensilva | 1-0 |
| 1963-64 | Ashwater | Blisland | 2-1 |
| 1964-65 | Bradworthy | Stoke Climsland........... | 2-0 |
| 1965-66 | Bradworthy | Gunnislake | 4-2 |
| 1966-67 | Ashwater and Stoke Climsland....... | (Shared Cup) | 2-2 |
| 1967-68 | Stoke Climsland | Gunnislake | 5-0 |
| 1968-69 | Blisland | Altarnon | 5-3 (after replay 1-1) |
| 1969-70 | Blisland | South Hill | 4-1 a.e.t |
| 1970-71 | Blisland | Pensilva | 2-0 |
| 1971-72 | Dobwalls | Tintagel | 1-0 |
| 1972-73 | Kilkhampton | Stoke Climsland | 1-0 |
| 1973-74 | St Minver | Blisland | 5-0 |
| 1974-75 | Pelynt-Polperro | Dobwalls | 3-0 (after replay 1-1) |
| 1975-76 | Pelynt-Polperro | Merton | . |
| 1976-77 | Blisland | Ambrosia | 4-0 |
| 1977-78 | Bude | Darite'A' | 3-1 |
| 1978-79 | Darite | Pelynt | 2-1a.e.t |
| 1979-80 | Ambrosia Social Club | Polperro | 2-0 |
| 1980-81 | Pelynt | Stags | 4-0 |
| 1981-82 | Pelynt | Dobwalls | 1-0 |
| 1982-83 | Hatherleigh | St Cleer | ................................... |
| 1983-84 | Stratton United | Altarnon | 1-0 |
| 1984-85 | St Kew | Stratton United | 2-1 |
| 1985-86 | Gunnislake | Bude | 2-0 |
| 1986-87 | Dobwalls | Boscastle | 4-1(after replay 2-2) |
| 1987-88 | Stoke Climsland | Calstock | 3-2a.e.t |
| 1988-89 | Calstock | Dobwalls | 1-0 |
| 1989-90 | Altarnun | Southgate | 3-1 |
| 1990-91 | Launceston Res | St Dominic | 6-3 (after replay 1-1) |
| 1991-92 | Launceston Res | Pensilva | 5-0 (after replay 2-2) |
| 1992-93 | Dobwalls | Kilkhampton | . |
| 1993-94 | Swingletree | Boscastle | 4-1 |
| 1994-95 | Boscastle | Lewdown | 4-2(a.e.t) |
| 1995-96 | Lewdown Rovers | Altarnun | 2-0 |
| 1996-97 | Dobwalls | Launceston Res | 2-1 |
| 1997-98 | Morwenstow | Camelford | 6-0 |
| 1998-99 | St Teath | St Dominick | 2-2 (5-4 on penalties) |
| 1999-2000 | Dobwalls | Menheniot | 2-1 |
| 2000-01 | Dobwalls | North Hill | 5-1 |
| 2001-02 | Southgate United | Morwenstow | 3-2 |
| 2002-03 | Altarnun | Southgate | 3-1 |
| 2003-04 | Morwenstow | Pensilva | 4-1 |
| 2004-05 | Kilkhampton | Boscastle | 3-2 |
| 2005-06 | Pensilva | Bude Town | 3-1 |
| 2006-07 | Lamerton | Boscastle | 5-0 |
| 2007-08 | Week St Mary | St Dominick | 1-0 |
| 2008-09 | Gunnislake | Bere Alston | 1-0 (a.e.t) |
| 2009-10 | Gunnislake | Kilkhampton | 4-3 (a.e.t) |
| 2010-11 | Stratton | Lamerton | 4-3 |
| 2011-12 | Pensilva | Bude Res | 5-1 |
| 2012-13 | LC Phoenix | Altarnun | 3-1 |
| 2013-14 | Pensilva | Altarnun | 2-0 |
| 2014-15 | Kilkhampton | Boscastle | 1-1 (8-7 on pens) |
| 2015-16 | North Petherwin | Gunnislake | 5-0 |
| 2016-17 | Boscastle | Dobwalls | 5-2 |
| 2017-18 | Dobwalls | Lanreath | 3-2 |
| 2018-19 | Bridgerule | St Cleer | 6-2 |
| 2019-20 | Competition Cancelled | Covid 19 | Pandemic |
| 2020-21 | Altarnun | Boscastle | 7-1 |
| 2021-22 | Altarnun | Dobwalls | 4-0 |
| 2022-23 | North Petherwin | Kilkhampton | 2-0 |
| 2023-24 | Holsworthy Res | Lifton | 1-0 |
| 2024-25 | Boscastle | Kilkhampton | 1-1 (9-8 on pens) |