| Year | Division | Gender | Champion | Runner-up | Score |
|---|---|---|---|---|---|
| 1991 | U17 | Boys | Mequon United | MK Nationals | |
| 1992 | U17 | Boys | |||
| 1993 | U17 | Boys | Madison 56ers | Mequon United | 3-1 |
| 1994 | U17 | Boys | |||
| 1995 | U17 | Boys | |||
| 1996 | U17 | Boys | Mequon United FC | ||
| 1997 | U17 | Boys | MK Nationals | ||
| 1998 | U17 | Boys | MK Nationals | ||
| 1999 | U17 | Boys | Brookfield Classic | ||
| 2000 | U17 | Boys | Mequon United | ||
| 2001 | U17 | Boys | MK Arsenal | ||
| 2002 | U17 | Boys | Brookfield Lightning | Yahara-56ers Red | 8-0 |
| 2003 | U17 | Boys | FC Milwaukee Nationals | Parkland SC | 2-1 |
| 2004 | U17 | Boys | FC Milwaukee Nationals | ||
| 2005 | U17 | Boys | Brookfield Red | Yahara Blue | |
| 2006 | U17 | Boys | Elm Grove Premier | ||
| 2007 | U17 | Boys | FC Milwaukee Blue | ||
| 2008 | U17 | Boys | Brookfield Red | ||
| 2009 | U17 | Boys | Elm Grove Premier | ||
| 2010 | U17 | Boys | Croatian Eagles White | ||
| 2011 | U17 | Boys | Elm Grove | ||
| 2012 | U17 | Boys | SC Waukesha Pumas | ||
| 2013 | U17 | Boys | SC Waukesha Blue | ||
| 2014 | U17 | Boys | Elm Grove SC | Milwaukee Bavarians | 3-1 |
| 2015 | U17 | Boys | SC Waukesha | North Shore United | 2-1 |
| 2016 | U17 | Boys | SC Waukesha | FC Wisconsin North | 1-0 |
| 2017 | U17 | Boys | SC Waukesha | Milwaukee Bavarians | 1-0 |
| 2018 | U17 | Boys | Madison 56ers SC | North Shore United | 2-0 |
| 2019 | U17 | Boys | SC Waukesha | Madison FC | 3-0 |
| 2020 | U17 | Boys | No tournament (COVID-19 pandemic) | ||
| 2021 | 17U | Boys | SC Wave Juniors | Madison 56ers Red | 4-1 |
| 2022 | 17U | Boys | SC Wave Juniors | Bavarian United Blue | 4-3 (AET) |
| 2023 | 17U | Boys | Bavarian United Blue | SC Wave E64 06 | 2-1 |