| 8/29/2009 | 12:00 PM | MERTON SP | 5 | Lake Country United U-12 Red | 9 | PVYSC Neenah Fire | 0 | |
| 8/30/2009 | 12:00 PM | MERTON SP | 5 | Lake Country United U-12 Red | 3 | Madison 56ers 12B Red | 1 | |
| 8/30/2009 | 2:30 PM | UNDERWOOD | 1 | MKSC Wauwatosa Kickers Soccer Club Hurricanes Sele | 5 | PVYSC Neenah Fire | 2 | |
| 9/9/2009 | 6:15 PM | UW Parkside | 7 | Red Star SC Alliance | 8 | MKSC Wauwatosa Kickers Soccer Club Hurricanes Sele | 1 | |
| 9/12/2009 | 2:30 PM | UNDERWOOD | 1 | MKSC Wauwatosa Kickers Soccer Club Hurricanes Sele | 0 | MYSC Yahara Blue 97/98 | 0 | |
| 9/13/2009 | 1:15 PM | MERTON SP | 5 | Lake Country United U-12 Red | 2 | FC Green Bay Orange | 1 | |
| 9/17/2009 | 6:00 PM | DHALIWAL SP | 4 | Mequon United Red | 1 | MKSC Wauwatosa Kickers Soccer Club Hurricanes Sele | 1 | |
| 9/23/2009 | 6:00 PM | DHALIWAL SP | 4 | Mequon United Red | 0 | Lake Country United U-12 Red | 8 | |
| 9/23/2009 | 7:00 PM | BAVARIAN FIELD | | Bavarian Juniors Blue | 9 | MKSC Wauwatosa Kickers Soccer Club Hurricanes Sele | 2 | |
| 9/27/2009 | 2:00 PM | UNDERWOOD | 1 | MKSC Wauwatosa Kickers Soccer Club Hurricanes Sele | 1 | FC Green Bay Orange | 2 | |
| 10/3/2009 | 5:45 PM | MERTON SP | 3 | Lake Country United U-12 Red | 3 | Red Star SC Alliance | 2 | |
| 10/4/2009 | 3:45 PM | MERTON SP | 5 | Lake Country United U-12 Red | 6 | MKSC Wauwatosa Kickers Soccer Club Hurricanes Sele | 0 | |
| 10/11/2009 | 11:00 AM | BAVARIAN FIELD | | Bavarian Juniors Blue | 2 | Lake Country United U-12 Red | 2 | |
| 10/14/2009 | 5:30 PM | Wales Community Park | 12 | KM United Blue | 2 | MKSC Wauwatosa Kickers Soccer Club Hurricanes Sele | 3 | |
| 10/24/2009 | 4:00 PM | UNDERWOOD | 1 | MKSC Wauwatosa Kickers Soccer Club Hurricanes Sele | 1 | Madison 56ers 12B Red | 5 | |
| 10/25/2009 | 2:00 PM | Cherrywood Acres | | MYSC Yahara Blue 97/98 | 1 | Lake Country United U-12 Red | 2 | |
| 11/1/2009 | 1:00 PM | OTTAWA TOWN PARK | 4 | KM United Blue | 1 | Lake Country United U-12 Red | 7 | |