| 1993 |
U19 |
Boys |
Mequon United |
|
|
| 1994 |
U19 |
Boys |
FMI |
|
|
| 1995 |
U19 |
Boys |
|
|
|
| 1996 |
U19 |
Boys |
FMI |
|
|
| 1997 |
U19 |
Boys |
Mequon United FC |
|
|
| 1998 |
U19 |
Boys |
Mequon United |
|
|
| 1999 |
U19 |
Boys |
FMI |
|
|
| 2000 |
U19 |
Boys |
MK Nationals |
|
|
| 2001 |
U19 |
Boys |
FMI |
|
|
| 2002 |
U19 |
Boys |
Mequon United FC |
|
|
| 2003 |
U19 |
Boys |
Elm Grove Arsenal |
Sussex |
2-1 (OT) |
| 2004 |
U19 |
Boys |
FC Milwaukee Nationals |
|
|
| 2005 |
U19 |
Boys |
|
|
|
| 2006 |
U19 |
Boys |
FC Milwaukee |
|
|
| 2007 |
U19 |
Boys |
MYSC Blue |
|
|
| 2008 |
U19 |
Boys |
FC Milwaukee Blue |
|
|
| 2009 |
U19 |
Boys |
FC Green Bay Orange |
|
|
| 2010 |
U19 |
Boys |
Brookfield |
|
|
| 2011 |
U19 |
Boys |
FC Green Bay |
|
|
| 2012 |
U19 |
Boys |
Neenah SC/FC Green Bay |
|
|
| 2013 |
U19 |
Boys |
Milwaukee Bavarians |
|
|
| 2014 |
U19 |
Boys |
SC Waukesha |
Appleton SC |
3-1 |
| 2015 |
U19 |
Boys |
SC Waukesha |
Milwaukee Bavarian |
4-3 |
| 2016 |
U19 |
Boys |
Elm Grove SC |
Appleton SC |
3-0 |
| 2017 |
U19/20 |
Boys |
Milwaukee Bavarians |
Croatian Eagles SC |
4-0 |
| 2018 |
U19 |
Boys |
Milwaukee Bavarians |
Madison 56ers SC |
2-1 |
| 2019 |
U19 |
Boys |
SC Waukesha |
Milwaukee Bavarians |
3-2 |
| 2020 |
U19 |
Boys |
No tournament (COVID-19 pandemic) |
|
|
| 2021 |
19U |
Boys |
Madison 56ers 19/20U Bruner |
Bavarian SC 19/20U Blue |
3-1 |
| 2022 |
19U |
Boys |
SC Wave Juniors |
Bavarian United Zaiss |
2-1 |
| 2023 |
19U |
Boys |
Madison 56ers 05 Red Bruner |
SC Wave 04 |
2-0 |