| 1971 | Alkborough |
| 1972 | Louth |
| 1973 | Grimsby Town Second XI |
| 1974 | Scunthorpe Town |
| 1975 | Messingham |
| 1976 | Alkborough |
| 1977 | Barton Town |
| 1978 | Alkborough |
| 1979 | Normanby Park |
| 1980 | Holton Le Clay |
| 1981 | Nuform Sports |
| 1982 | Barton Town |
| 1983 | Cleethorpes |
| 1984 | Outcasts |
| 1985 | Hykeham |
| 1986 | Ruston Marconi |
| 1987 | Claytons |
| 1988 | Ruston Marconi |
| 1989 | Alford |
| 1990 | Nettleton Mines |
| 1991 | Appleby Frodingham Second XI |
| 1992 | Normanby PArk Works |
| Cleethorpes Second XI | |
| 1993 | Caistor |
| 1994 | Owmby |
| 1995 | Bottesford |
| 1996 | Brigg Town |
| 1997 | Outcasts |
| 1998 | Horncastle |
| 1999 | Cherry Willingham |
| 2000 | Outcasts |
| 2001 | Hykeham |
| 2002 | Caistor |
| 2003 | Barton Town |
| 2004 | Broughton |
| 2005 | Hykeham |
| 2006 | Caistor Second XI |
| 2007 | Outcasts |
| 2008 | Alkborough |
| 2009 | Louth |
| 2010 | Messingham Second XI |
| 2011 | Market Rasen Second XI |
| 2012 | Scunthorpe Town |
| 2013 | Haxey |
| 2014 | Louth |
| 2015 | Cleethorpes Third XI |
| 2016 | Cleethorpes Third XI |
| 2017 | Market Rasen Second XI |
| 2018 | Normanby Park |
| 2019 | Hibaldstow |
| 2020 | No competition |
| 2021 | Barton Town |
| 2022 | Normanby Park |
| 2023 | |
| 2024 | Outcasts |
Brett Smith