| 2019/20 | Hyde Conservative Club | Mossley B | | | | | Hyde Conservative Club | St Peters |
| 2018/19 | Hyde SC | Mossley A | | | Hyde SC | St Peters | Mosley A | St Peters |
| 2017/18 | Mossley A | Mossley B | | | Mossley B | St Peters | Mossley A | Mossley B |
| 2016/17 | Mossley B | Mossley B | Mossley B | Mossley B | Mossley A | St Peters | Mossley A | Mossley B |
| 2015/16 | Mossley A | Mossley B | St Georges | Mossley B | Mossley A | St Georges | St Georges | Mossley B |
| 2014/15 | St Georges | St Georges | | | Mossley A | Mossley B | Mossley B | St Peters |
| 2013/14 | St Peters | St Georges | | | Mossley B | St Peters | Mossley A | Mossley B |
| 2012/13 | Mossley A | Mossley A | | | Mossley A | St Pauls | Mossley A | Mossley B |
| 2011/12 | Mossley A | St Pauls | | | Mossley A | Mossley B | Mossley B | St Georges B |
| 2010/11 | Mossley B | St Georges B | | | Staly Vegas | Sportsman | Sportsman | St Georges B |
| 2009/10 | Sportsman | St Georges B | | | Sportsman | St Georges A | St Georges B | Sportsman |
| 2008/09 | Park Bridge Inst | St Georges B | | | St Georges B | St Georges B | | |
| 2007/08 | Sportsman | St Georges B | | | Mossley A | St Georges B | | |
| 2006/07 | Mossley B | Mossley A | | | St Georges B | St Georges B | | |
| 2005/06 | Mossley A | St Georges A | | | Mossley B | Mossley A | | |
| 2004/05 | Mossley A | St Georges A | | | St Georges B | Mossley A | | |
| 2003/04 | Mossley B | Christ Church | | | Sportsman | Mossley B | | |
| 2002/03 | St Georges A | Mossley B | | | Sportsman | St Georges B | | |
| 2001/02 | | | | | Sportsman | | | |
| 2000/01 | St Georges A | | | | | | | |
| 1999/00 | Mossley A | Mossley B | | | Mossley B | Christ Church | | |
| 1998/99 | | | | | | | | |
| 1997/98 | Mossley B | St Pauls A | | | Mossley A | St Pauls A | | |
| 1996/97 | | | | | | | | |
| 1995/96 | Mossley A | Christ Church | | | Mossley B | St Pauls A | | |
| 1994/95 | Mossley B | Christ Church | | | Mossley A | St Pauls A | | |
| 1993/94 | Mossley A | St Pauls A | | | Dukinfield | St Pauls A | | |
| 1992/93 | Dukinfield | St Pauls A | | | Mossley A | St Pauls A | | |
| 1991/92 | Mossley A | St Pauls A | | | Mossley A | St Pauls A | | |
| 1990/91 | Mossley A | Christ Church | | | | | | |
| 1989/90 | Hob Hill | St Pauls A | | | Mossley B | St Pauls A | | |
| 1988/89 | Dukinfield | Mossley B | | | Dukinfield | St Pauls A | | |
| 1987/88 | Hob Hill B | Mossley A | | | Hob hill B | St Pauls A | | |
| 1986/87 | Mossley B | St Pauls A | | | Mossley B | Hob Hill B | | |
| 1985/86 | Mossley B | Mossley A | | | Hob Hill B | St Pauls A | | |
| 1984/85 | Dukinfield | St Pauls A | | | Mossley B | Mossley A | | |
| 1983/84 | Mossley B | Mossley A | | | Mossley B | St Pauls A | | |
| 1982/83 | Mossley B | Mossley A | | | Christ Church | St Pauls A | | |
| 1981/82 | Hob Hill B | Mossley A | | | Mossley B | St Peters | | |
| 1980/81 | | | | | | | | |
| 1979/80 | St Pauls A | Hob Hill B | | | St Pauls A | Mossley A | | |
| 1978/79 | St Pauls A | Mossley A | | | Hob Hill B | Mossley A | | |
| 1977/78 | Christ Church | Mossley A | | | Mossley A | Hob Hill B | | |
| 1976/77 | Mossley A | Mossley A | | | Mossley A | Hob Hill B | | |
| 1975/76 | Hob Hill B | Mossley A | | | St Pauls | Mossley A | | |
| 1974/75 | St Pauls | Mossley A | | | Mossley A | | | |
| 1973/74 | Mossley A | Hob Hill A | | | | | | |
| 1972/73 | Mossley A | Hob Hill A | | | | | | |
| 1971/72 | Mossley A | Hob Hill A | | | St Pauls | Hob Hill A | | |
| 1970/71 | Christ Church | | | | | | | |
| 1969/70 | Holy Trinity | Holy Trinity | | | Holy Trinity | | | |
| 1968/69 | Christ Church | | | | | | | |
| 1967/68 | Hob Hill | St Peters | | | Stalybridge Congregational | Christ Church | | |
| 1966/67 | St Peters | | | | | | | |
| 1965/66 | St Peters | Mossley Brow | | | St Pauls | Mossley Brow | | |
| 1964/65 | Christ Church | | | | | | | |
| 1963/64 | Christ Church | Stalybridge Congregational | | | Stalybridge Congregational | Mossley Brow | | |
| 1962/63 | Millbrook Methodist | Abney Congregational | | | Hob Hill | Abney Congregational | | |
| 1961/62 | St Peters A | | | | | | | |
| 1960/61 | St Pauls | | | | | | | |
| 1959/60 | St Pauls | | | | | | | |
| 1958/59 | Hob Hill | | | | | | | |
| 1957/58 | Mossley Brow | | | | | | | |
| 1956/57 | Millbrook Methodist | | | | Millbrook Methodist | | | |
| 1955/56 | St Johns | St Johns | | | St Johns | | | |
| 1954/55 | Holy Trinity | Holy Trinity | | | Holy Trinity | | | |
| 1953/54 | | | | | | | | |
| 1952/53 | Hob Hill | Hob Hill | | | | | | |
| 1951/52 | St Pauls | | | | | | | |
| 1950/51 | Christ Church | | | | | | | |
| 1949/50 | Stalybridge Congregnational | | | | | | | |
| 1948/49 | Christ Church | | | | | | | |
| 1947/48 | Christ Church | | | | | | | |
| 1946/47 | St Pauls | | | | | | | |
| 1945/46 | St Peters | | | | | | | |
| 1939/45 | League Suspension | | | | | | | |
| 1938/39 | Hyde St Thomas | Hyde St Thomas | | | | | | |
| 1937/38 | New St Georges | Booth Street | | | | | | |
| 1936/37 | St Peters | Christ Church | | | | | | |
| 1935/36 | SHMD Sports & Welfare | Dukinfield St John's | | | | | | |
| 1934/35 | St Peters | Stalybridge Congregational | | | | | | |
| 1933/34 | Ashton Parish Church | St Peters | | | | | | |
| 1932/33 | Abney Congregational | Hob Hill Guild | | | | | | |
| 1931/32 | Hob Hill Guild | Old St Georges | | | | | | |
| 1930/31 | Hob Hill Guild | Booth Street | | | | | | |