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| Year | Team |
|---|---|
| 2025/26 | Hill Street |
| 2023/24 | Hill Street |
| 2024/25 | Coalisland Athletic |
| 2022/23 | Portadown BBOB |
| 2021/22 | Coalisland Athletic |
| 2019/20 | Ballyoran |
| 2018/19 | Coalisland Athletic |
| 2017/18 | Hill Street |
| 2016/17 | Hill Street |
| 2015/16 | Silverwood |
| 2014/15 | Hill Street |
| 2013/14 | Hill Street |
| 2012/13 | Coalisland Athletic |
| 2011/12 | St Marys |
| 2010/11 | Coalisland Athletic |
| 2009/10 | St Marys |
| 2008/09 | St Marys |
| 2007/08 | Hill Street |
| 2006/07 | Lurgan Celtic Reserves |
| 2005/06 | Lurgan Celtic Reserves |
| 2004/05 | Hill Street |
| 2003/04 | Hill Street |
| 2002/03 | Armagh Shamrocks |
| 2001/02 | Derryhirk Utd |
| 2000/01 | Derryhirk Utd |
| 1999/00 | Riverdale |
| 1998/99 | Riverdale |
| 1997/98 | Derryhirk Utd |
| 1996/97 | Hill Street |
| 1995/96 | Derryhirk Utd |
| 1994/95 | Oxford Utd |
| 1993/94 | Oxford Utd |
| 1992/93 | Oxford Utd |
| 1991/92 | Oxford Utd |
| 1990/91 | Oxford Utd |
| 1989/90 | Oxford Utd |
| 1988/89 | Oxford Utd |
| 1987/88 | Oxford Utd |
| 1986/87 | Oxford Utd |
| 1985/86 | Lurgan Utd |
| 1984/85 | Oxford Utd |
| 1983/84 | Oxford Utd |
| 1982/83 | Craigpark |
| 1981/82 | Oxford Utd |
| 1980/81 | Oxford Utd |
| 1976/77 | Loughgall |
| 1975/76 | Dungannon Swifts |
| 1974/75 | Milford FC |
| 1973/74 | Loughgall |
| 1971/72 | Hanover |
| 1970/71 | Dungannon Swifts |
| 1969/70 | Dungannon Swifts |
| 1968/69 | Tandragee Rovers |
| 1967/68 | Blanes FC |
| 1966/67 | Blanes FC |
| 1965/66 | Lurgan Institute |
| 1964/65 | Tandragee Rovers |
| 1963/64 | Tandragee Rovers |
| 1962/63 | Tandragee Rovers |
| 1961/62 | Tandragee Rovers |
| 1959/60 | Woodville Rec |
| 1958/59 | Woodville Rec |
| 1957/58 | Woodville Rec |
| 1956/57 | Granville Celtic |
| 1955/56 | Dungannon Swifts |
| 1954/55 | Marlborough |
| 1953/54 | Lurgan Rangers |
| 1951/52 | Dungannon Swifts |
| 1950/51 | Armagh Whites |
| 1946/47 | Bessbrook Strollers |
| 1945/46 | Armagh Whites |
| 1939/40 | Glenavon Res |
| 1936/37 | Glenavon Res |
| 1934/35 | Lurgan Rangers |
| 1933/34 | Lurgan Rangers |
| 1932/33 | Lurgan Rangers |
| 1931/32 | Dromore Utd |
| 1925/26 | Gilford Crusaders/Tandragee Rovers |
| 1922/23 | Lurgan Celtic |
| 1921/22 | Edenderry Arrows |
| 1920/21 | Greenview |
| 1919/20 | Edenderry Arrows |
| 1918/19 | Olympic FC |