| PAST CUP CHAMPIONSHIP MATCHES |
| 1982 |
No Records |
| 1983 |
Concordia NC (Edelweiss Ski Club |
| 1984 |
Luchitas def. Britches |
| 1985 |
Middleburg Inter def. Concordia NC |
| 1986 |
Luchitas def. Middleburg Inter |
| 1987 |
Middleburg Inter def. Luchitas |
| 1988 |
Pan-Americans def. Concordia NC |
| 1989 |
Klein Auto def. Concordia NC |
| 1990 |
Around the Corner def. Italia |
| 1991 |
Concordia NC def. Around the Corner |
| 1992 |
Italia def. Pan-Americans |
| 1993 |
Samba Boys def. Concordia NC |
| 1994 |
Samba Boys def. Pan-Americans |
| 1995 |
Samba Boys def. Ciac Juve |
| 1996 |
Shamrocks def. Pan-Americans |
| 1997 |
Ciac Juve def. Pan-Americans |
| 1998 |
Man United def. Shamrocks |
| 1999 |
Shamrocks def. Pan-Americans |
| 2000 |
Donauschwaben def. Athens FC |
| 2001 |
Shamrocks def. Donauschwaben |
| 2002 |
United FC def. Donauschwaben |
| 2003 |
Donauschwaben def. Athens FC |
| 2004 |
Cleveland West def. Shamrocks |
| 2005 |
Donauschwaben def. Juve |
| 2006 |
Donauschwaben def. United FC |
| 2007 |
Cleveland Croatia def. Shamrocks |
| 2008 |
Donauschwaben def. Cleveland SC |
| 2009 |
Concordia def. Manchester United |
| 2010 |
Concordia def. Donauschwaben |
|
|
| TOTAL CUP CHAMPIONSHIPS |
| 5 |
Donauschwaben |
2000, 2003, 2005, 2006, 2008 |
| 4 |
Concordia |
1983, 1991, 2009, 2010 |
| 3 |
Shamrocks |
1996, 1999, 2001 |
| 3 |
Samba Boys |
1993, 1994, 1995 |
| 2 |
Luchitas |
1984, 1986 |
| 2 |
Middleburg Inter |
1985, 1987 |
| 1 |
Around the Corner |
1990 |
| 1 |
Ciac Juve |
1997 |
| 1 |
Cleveland Croatia SC |
2007 |
| 1 |
Cleveland West |
2004 |
| 1 |
Italia |
1992 |
| 1 |
Klein Auto |
1989 |
| 1 |
Man United |
1998 |
| 1 |
Pan-Americans |
1988 |
| 1 |
United FC |
2002 |
| TOTAL CUP CHAMPIONSHIP APPEARANCES |
| 8 |
Concordia NC |
1983, 1985, 1988, 1989, 1991, 1993, 2009, 2010 |
| 8 |
Donauschwaben |
2000, 2001, 2002, 2003, 2005, 2006, 2008, 2010 |
| 6 |
Pan-Americans |
1998, 1992, 1994, 1996, 1997, 1999 |
| 6 |
Shamrocks |
1996, 1998, 1999, 2001, 2004, 2007 |
| 3 |
Ciac Juve |
1995, 1997, 2005 |
| 3 |
Luchitas |
1984, 1986, 1987 |
| 3 |
Middleburg Inter |
1985, 1986, 1987 |
| 3 |
Samba Boys |
1993, 1994, 1995 |
| 2 |
Around the Corner |
1990, 1991 |
| 2 |
Athens FC |
2000, 2003 |
| 2 |
Italia |
1990, 1992 |
| 2 |
Man United |
1998, 2009 |
| 2 |
United FC |
2002, 2006 |
| 1 |
Britches |
1984 |
| 1 |
Cleveland Croatia SC |
2007 |
| 1 |
Cleveland SC |
2008 |
| 1 |
Cleveland West |
2004 |
| 1 |
Klein Auto |
1989 |
|