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| DATE | TIME | AWAY | HOME | |
| 8 - 27 | 5.30 PM | North Side U | Barrington U | Barrington High School |
WEEK 2
| DATE | TIME | AWAY | HOME | |
| 9 - 3 | 11.30 AM | North Side U | Zion Benton | Jr.ZeeBees Field @Pearce Campus |
WEEK 3
| DATE | TIME | AWAY | HOME | |
| 9 - 10 | 1.30 PM | Schaumburg | North Side U | St Ignatious College Prep |
WEEK 4
| DATE | TIME | AWAY | HOME | |
| 9 - 17 | 11.30 AM | Lake Villa Township U | North Side U | DePaul College Prep |
WEEK 5
| DATE | TIME | AWAY | HOME | |
| 9 - 24 | 2.30 PM | Evanston | North Side U | Maradona Field |
WEEK 6
| DATE | TIME | AWAY | HOME | |
| 10 - 1 | 3.30 PM | Riverside Brookfield | North Side U | DePaul College Prep |
WEEK 7
| DATE | TIME | AWAY | HOME | |
| 10 - 7 | 3.30 PM | North Side U | Elk Grove Village | Community Athletics Fields |
WEEK 8
| DATE | TIME | AWAY | HOME | |
| 10 - 15 | 2.30 PM | Warren U | North Side U | DePaul College Prep |
WEEK 9
| DATE | TIME | AWAY | HOME | |
| 10 - 22 | 10.30 AM | North Side U | Waukegan | Weiss Field |