The Wilson Cup was named in honor of the late Morgan Wilson treasurer of the MSA from 1960 to 1978 and member of the Minnesota Soccer Hall of Fame. The Wilson Cup started in 1966 and was open to all divisions within the MASL. Then in 1972 when the MSA changed its name to the MASL the Minnesota Cup was started. The Wilson Cup then became the tournament for all MASL teams, excluding Division 1 teams. In 2019 other adult men's teams in the state, that are not at the top tier level in their respective league, have also enter the Wilson Cup, if they are in good standings with the MSA.
| Year | Team |
|---|---|
| 2024 | |
| 2023 | |
| 2022 | NOT HELD |
| 2021 | Stegman’s Old Boys |
| 2020 | NOT HELD |
| 2019 | Wolverines |
| 2018 | Wolverines |
| 2017 | Dynamo FC |
| 2016 | Haaka |
| 2015 | FC Shango |
| 2014 | Force FC |
| 2013 | Wolverines |
| 2012 | Fire SC |
| 2011 | Rise FC |
| 2010 | Lewis Dragons |
| 2009 | Lewis Dragons |
| 2008 | Cubs |
| 2007 | TFC-II |
| 2006 | TC Fire 03 |
| 2005 | TFC-I |
| 2004 | Inferno Rebels |
| 2003 | Andover |
| 2002 | Azteca |
| 2001 | Cubs |
| 2000 | Edina |
| 1999 | Rebels |
| 1998 | Inferno 98 |
| 1997 | UNKNOWN |
| 1996 | UNKNOWN |
| 1995 | UNKNOWN |
| 1994 | Minneapolis Kickers |
| 1993 | MFC Blackhawks U23 |
| 1992 | Aeros |
| 1991 | Minneapolis Kickers |
| 1990 | Wings |
| 1989 | Dundees |
| 1988 | MFC Hustle |
| 1987 | MVC Falcons |
| 1986 | East St Paul Cougars Utd. |
| 1985 | Dundees |
| 1984 | Dundees |
| 1983 | NESA Jaguars |
| 1982 | NESA Jaguars |
| 1981 | St. Louis Park Cardinals |
| 1980 | Bloomington Barons |
| 1979 | NOT HELD |
| 1978 | NOT HELD |
| 1977 | NOT HELD |
| 1976 | NOT HELD |
| 1975 | Minneapolis Kickers |
| 1974 | NOT HELD |
| 1973 | Aztecas |
| 1972 | Minneapolis Kickers |
| 1971 | Minneapolis Kickers |
| 1970 | Minneapolis Kickers |
| 1969 | St. Paul Blackhawks |
| 1968 | NOT HELD |
| 1967 | NOT HELD |
| 1966 | Ukranians S.C. |