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| DATE | TIME | AWAY | HOME | |
| 8 - 30 | 1.00 PM | Highland Park | Aurora Christian | Aurora Christian Schools |
WEEK 2
| DATE | TIME | AWAY | HOME | |
| 9 - 7 | 12.00 PM | Glenview | Highland Park | Wolters Field |
WEEK 3
| DATE | TIME | AWAY | HOME | |
| 9 - 14 | 12.00 PM | Deerfield | Highland Park | Wolters Field |
WEEK 4
| DATE | TIME | AWAY | HOME | |
| 9 - 21 | 12.30 PM | Vernon Hills | Highland Park | Wolters Field |
WEEK 5
| DATE | TIME | AWAY | HOME | |
| 9 - 28 | 12.00 PM | Highland Park | Rolling Meadows | Rolling Meadows High School |
WEEK 6
| DATE | TIME | AWAY | HOME | |
| 10 - 5 | 12.00 PM | East Aurora | Highland Park | Wolters Field |
WEEK 7
| DATE | TIME | AWAY | HOME | |
| 10 - 12 | 12.30 PM | Highland Park | Lake Forest U | Lake Forest High School |
WEEK 8
| DATE | TIME | AWAY | HOME | |
| 10 - 19 | 11.30 AM | Highland Park | Northbrook | William Lutz Stadium |
WEEK 9
| DATE | TIME | AWAY | HOME | |
| 10 - 25 | 10.00 AM | Highland Park | Des Plaines | Maine West High School |