| Year | Division | Gender | Champion | Runner-up | Score |
|---|---|---|---|---|---|
| 1994 | U19 | Girls | Madison 56ers | Brookfield SA Spirit | 1-0 (OT) |
| 1995 | U19 | Girls | |||
| 1996 | U19 | Girls | MK Tosa Kicks | ||
| 1997 | U19 | Girls | Mequon United FC | ||
| 1998 | U19 | Girls | MK Nationals | ||
| 1999 | U19 | Girls | MK Nationals | ||
| 2000 | U19 | Girls | MK Nationals | ||
| 2001 | U19 | Girls | FC Milwaukee Nationals | ||
| 2002 | U19 | Girls | FC Milwaukee Nationals | ||
| 2003 | U19 | Girls | FC Milwaukee Nationals | ||
| 2004 | U19 | Girls | FC Milwaukee Nationals | ||
| 2005 | U19 | Girls | |||
| 2006 | U19 | Girls | FC Milwaukee | ||
| 2007 | U19 | Girls | None | ||
| 2008 | U19 | Girls | FC Milwaukee | ||
| 2009 | U19 | Girls | None | ||
| 2010 | U19 | Girls | None | ||
| 2011 | U19 | Girls | FC Milwaukee Blue | ||
| 2012 | U19 | Girls | None | ||
| 2013 | U19 | Girls | None | ||
| 2014 | U19 | Girls | None | ||
| 2015 | U19 | Girls | SC Waukesha/Strike FC | Rush Wisconsin | 3-1 |
| 2016 | U19 | Girls | Strike FC Wisconsin/SC Waukesha | None | N/A |
| 2017 | U19 | Girls | North Shore United | SC Waukesha | 1-0 |
| 2018 | U19 | Girls | SC Waukesha | Madison 56ers SC | 2-0 |
| 2019 | U19 | Girls | SC Waukesha | Lakeshore United FC | 3-1 |
| 2020 | U19 | Girls | SC Wave Blue | Madison 56ers Red | 3-0 |
| 2021 | 19U | Girls | North Shore United Blue | Madison 56ers Red | 2-1 |
| 2022 | 19U | Girls | SC Wave Juniors | Madison 56ers Red | 3-0 |
| 2023 | 19U | Girls | SC Wave 04/05 MWC | Madison 56ers 2004-05 Red | 3-0 |
| 2024 | 19U | Girls | SC Wave Elite 64 06/05 | North Shore United U19G Blue | 4-1 |
Note: Tournament held during the fall due to avoid conflicts with the WIAA season.