| 1887-88 | Distillery II | Milford |
|
| 1888-89 | Cliftonville II | West Down |
|
| 1889-90 | Glentoran II | Linfield Swifts |
|
| 1890-91 | Linfield Swifts | Distillery II |
|
| 1891-92 | Newry Wanderers | Suffolk |
|
| 1892-93 | Cliftonville Olympic | Bright Stars |
|
| 1893-94 | Linfield Swifts | Cliftonville Strollers |
|
| 1894-95 | Parkside Rovers | Coleraine |
|
| 1895-96 | Ligoniel Rovers | Coleraine |
|
| 1896-97 | Hilden | Dunmurry Recreation |
|
| 1897-98 | Glenavon | Coleraine Heroes |
|
| 1898-99 | Portadown | Larne |
|
| 1899-00 | Balmoral | Cliftonville Olympic |
|
| 1900-01 | Larne | St Helen's |
|
| 1901-02 | Ulster Corinthians | Comber |
|
| 1902-03 | Woodvale | Banbridge |
|
| 1903-04 | Reginald | Stanley |
|
| 1904-05 | Cliftonville Strollers | Linfield Swifts |
|
| 1905-06 | Linfield Pirates | Sligo St Mary's |
|
| 1906-07 | Oldpark Corinthians | Trojans |
|
| 1907-08 | Willowfield | Glenavon II |
|
| 1908-09 | Cliftonville Strollers | Queens Park |
|
| 1909-10 | Derry Guilds | Belfast Celtic II |
|
| 1910-11 | Chapelizod AFC | South End Rangers | 1-0 |
| 1911-12 | Broadway United | Royal Welsh Fusiliers |
|
| 1912-13 | Ormiston | Broadway United |
|
| 1913-14 | Brantwood | Institute |
|
| 1914-15 | Shamrock Rovers | Derry Celtic Swifts | 1-0 |
| 1915-16 | St Peter's Swifts | South Belfast | 2-1 |
| 1916-17 | 19th R.I.R | Jacobs |
|
| 1917-18 | Raglan | Olympia |
|
| 1918-19 | Castleragh | St James Gate B | 3-0 |
| 1919-20 | United FC | Lurgan Rangers |
|
| 1920-21 | Abandoned |
|
|
| 1921-22 | Derry Corinthians | Crownville |
|
| 1922-23 | Victoria Rangers | Old Lodge |
|
| 1923-24 | Sprucefield Depot | Millwall Athletic |
|
| 1924-25 | York Rangers | Derry 'A' Specials |
|
| 1925-26 | Belvoir | Coleraine Olympic | 3-2 |
| 1926-27 | Coleraine Olympic | Bangor II |
|
| 1927-28 | Coleraine Rangers | Grovebank |
|
| 1928-29 | Charleville | Grove Men's Club |
|
| 1929-30 | Cup Withheld |
|
|
| 1930-31 | Bessbrook | Byron |
|
| 1931-32 | Byron | Monkstown |
|
| 1932-33 | Cliftonville Strollers | Gems | 2-0 |
| 1933-34 | Gems | Lurgan Rangers | 2-1 |
| 1934-35 | 17th Old Boys | Whitehouse Boys Club |
|
| 1935-36 | Lurgan Rangers | Coleraine Crusaders |
|
| 1936-37 | Coleraine Crusaders | Holywood |
|
| 1937-38 | Lurgan Rangers | Craigavad | 2-2, 4-3 |
| 1938-39 | Clooney Rovers | Loopbridge |
|
| 1938-40 | Lamber Bleachers & Dryers | Barbours United | 2-1 |
| 1940-41 | Hilden Rec | Barbours United | 3-2 |
| 1941-42 | Hilden Rec | St Elizabeth's C.L.C | 3-1 |
| 1942-43 | Cup Withheld |
|
|
| 1943-44 | East Belfast | Larne Juniors |
|
| 1944-45 | Bessbrook Strollers | Co-Operative FC |
|
| 1945-46 | Lurgan Boys Club | Jennmount Recreation | 2-0 |
| 1946-47 | Armagh Whites | Strabane United | 4-1 |
| 1947-48 | Strabane United | Astra | 2-0 |
| 1948-49 | Pitt Street Mission | Belvoir | 4-0 |
| 1949-50 | Muckamore Presbyterian | 33rd Old Boys | 2-1 |
| 1950-51 | Cromkil | 9th Old Boys | 1-0 |
| 1951-52 | Crumlin Star | Dungannon | 5-1 |
| 1952-53 | Lodgeville | Harryville Amateurs | 3-2 |
| 1953-54 | Blythe Street | Cromkil | 2-0 |
| 1954-55 | Colon Street BC | Ballymooney United Reserves | 2-1 |
| 1955-56 | Jennymount Methodist | 46th Old Boys | 3-0 |
| 1956-57 | Belfast Newsboys | St.John Whitehouse | 2-1 |
| 1957-58 | Enniskillen Corinthians | Clooney Rovers | 2-1 |
| 1958-59 | Annalong Rangers | St.Patricks YM | 3-1 |
| 1959-60 | Churchill United | Murray RC | 5-3 |
| 1960-61 | Ballymooney United Reserves | Lower Shankill OB | 3-1 |
| 1961-62 | Newry United | St.Ninian's | 4-2 |
| 1962-63 | Moneydarragh | 15th Old Boys | 5-1 |
| 1963-64 | Limavady | Hiberians | 1-1 |
| 1964-65 | Lower Shankill OB | Limavady | 4-3 |
| 1965-66 | Nelson | Kilkeel Rangers | 5-1 |
| 1966-67 | Derry Guilds | Dunmurry YM | 2-1 |
| 1967-68 | Dunmurry YM | Omagh Celtic | 3-1 |
| 1968-69 | Institute | Queen's Park Swifts | 8-2 |
| 1969-70 | Dunmurry YM | Limavady United | 4-2 |
| 1970-71 | Rathcoole YC | Dungannon Swifts | 2-0 |
| 1971-72 | Cormac Albion | St.Simon's OB | 1-0 |
| 1972-73 | Moyola Park | Killymore Rovers | 2-0 |
| 1973-74 | Moyola Park | Ballynahinch United | 3-0 |
| 1974-75 | Glebe Swifts | Enniskillen Rangers | 3-2 |
| 1975-76 | Trophy Withheld |
|
|
| 1976-77 | Lower Memorial YM | Tobermore United | 3-0 |
| 1977-78 | Lisbellaw United | Loughgall | 2-1 |
| 1978-79 | Connor | Annalong Swifts | 1-0 |
| 1979-80 | 1st Bangor OB | Ballynahinch United | 2-0 |
| 1980-81 | Ballynafeigh Methodist | Wakehurst | 4-1 |
| 1981-82 | Oxford United(Lurgan) | Rathfriland | 1-0 |
| 1982-83 | Crewe United | Newry Shamrocks | 1-0 |
| 1983-84 | Oxford United | Shelbourne | 1-0 |
| 1984-85 | Carreras | Astongate | 2-1 |
| 1985-86 | Bangor Amateurs | Rockview United (Newry) | 3-2 |
| 1986-87 | Maghera (Newcastle) | Wakehurst | 2-1 |
| 1987-88 | Oxford United | Abbey Villa | 1-0 |
| 1988-89 | Oxford United | Enniskillen Rangers | 1-0 |
| 1989-90 | Holywood FC | Holywood REC | 2-1 |
| 1990-91 | Lurgan Celtic | Wakehurst | 1-0 |
| 1991-92 | West Belfast Rangers | Kelvin OB | 2-1 |
| 1992-93 | Oxford United | Hill street | 3-2 |
| 1993-94 | Enniskillen Town United | Oxford United | 1-0 |
| 1994-95 | Oxford United | Dergview | 3-0 |
| 1995-96 | Hill Street | Oxford United | 2-1 |
| 1996-97 | Newington YC | Lisbellaw United | 3-1 |
| 1997-98 | Oxford United | Coagh United II | 3-0 |
| 1998-99 | Enniskillen Rangers | Lisburn Rangers | 4-0 |
| 1999-00 | Lisnaskea Rovers | Enniskillen Rangers | 4-3 |
| 2000-01 | Irvinestown Wanderers | Dergview | 3-1 |
| 2001-02 | NFC Kesh | Derryhirk United | 2-1 |
| 2002-03 | Windmill Stars | Ardoyne WMC | 3-2 |
| 2003-04 | Irvinestown Wanderers | West Belfast | 3-1 |
| 2004-05 | Hill Street | Ardoyne WMC | 2-2(4-2 pens) |
| 2005-06 | Derryhirk United | Lincoln Court | 2-0 |
| 2006-07 | Enniskillen Town United | Bessbrook United | 2-1 |
| 2007-08 | Immaculata | Hill Street | 4-0 |
| 2008-09 | Immaculata | Enniskillen Town United | 3-0 |
| 2009-10 | Immaculata | Lincoln Court | 6-2 |
| 2010-11 | Woodvale | Bessbrook United | 3-2 |
| 2011-12 | Strathroy Harps | St.Mary's | 4-1 |
| 2012-13 | Strathroy Harps | Harryville Homers | 3-0 |
| 2013-14 | Harryville Homers | Lisbellaw United | 3-1 |
| 2014-15 | Harryville Homers | Rosemount Rec | 3-1 |
| 2015-16 | Harryville Homers | Rosemount Rec | 3-1 |
| 2016-17 | Enniskillen Rangers | Hill Street | 5-1 |
2017-18
| Enniskillen Rangers
| Greenisland FC
| 2-0
|
| 2018-19 | Enniskillen Rangers | Tummery Athletic | 2-0 |
| 2019-20 | Willowbank | Enniskillen Rangers | 1-1 (5-3 pens) |
| 2020-21 | Not played |
|
|
| 2021-22 | Coalisland Athletic | Bangor YM | 4-1 |
| 2022-23 | Dergview Reserves | Harryville Homers | 4-1 |
| 2023-24 | Enniskillen Rangers | Cleary Celtic | 2-0 |
| 2024-25 | Ardmore | Enniskillen Town United | 3-3 (5-4) |