| 8/29/2009 | 2:30 PM | REDDAN SP | 1 | Madison 56ers 14G White | 0 | Kimberly Area Soccer Association Net Rippers | 2 | |
| 8/30/2009 | 1:00 PM | Papermaker Field | | Kimberly Area Soccer Association Net Rippers | 3 | KM United Blue | 0 | |
| 9/13/2009 | 1:00 PM | Papermaker Field | | Kimberly Area Soccer Association Net Rippers | 4 | MK United 14G | 0 | |
| 9/27/2009 | 10:00 AM | Papermaker Field | | Kimberly Area Soccer Association Net Rippers | 3 | BCU Juniors | 1 | |
| 10/3/2009 | 2:00 PM | HORACE MANN | 3 | Sheboygan County United U14G Lightning | 3 | ASC Fire | 1 | |
| 10/4/2009 | 1:00 PM | Papermaker Field | | Kimberly Area Soccer Association Net Rippers | 0 | Sheboygan County United U14G Lightning | 1 | |
| 10/10/2009 | 11:00 AM | USA | 1 | ASC Fire | 0 | Kimberly Area Soccer Association Net Rippers | 3 | |
| 10/10/2009 | 4:00 PM | Raymond Ridge | | Madison 56ers 14G White | 1 | Sheboygan County United U14G Lightning | 2 | |
| 10/11/2009 | 11:00 AM | FRIEDENFELD PARK | 6 | BCU Juniors | 1 | Sheboygan County United U14G Lightning | 6 | |
| 10/14/2009 | 6:00 PM | HORACE MANN | 1 | Sheboygan County United U14G Lightning | 1 | Grafton Rangers | 0 | |
| 10/17/2009 | 2:00 PM | | | Sheboygan County United U14G Lightning | 3 | MYSC Yahara White 95/96 | 0 | |
| 10/31/2009 | 1:00 PM | ZAUN | 1 | Grafton Rangers | 0 | Kimberly Area Soccer Association Net Rippers | 0 | |
| 10/31/2009 | 1:30 PM | MANCHESTER HILL PARK | | MK United 14G | 0 | Sheboygan County United U14G Lightning | 2 | |
| 11/1/2009 | 11:00 AM | YAHARA | 2 | MYSC Yahara White 95/96 | 0 | Kimberly Area Soccer Association Net Rippers | 5 | |
| 11/8/2009 | 12:00 PM | | | Sheboygan County United U14G Lightning | 0 | KM United Blue | 0 | |