| 50320002 | 5/11/2019 | 2:00 PM | St. Ambrose-Brunswick / St. Ambrose - Field | St. Barnabas | 9 | Gesu (Lee) | 11 |
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| 50320001 | 5/11/2019 | 4:00 PM | St. / St. Paschal Baylon Football Field | Notre Dame Elementary | 7 | Urban Community School | 9 |
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| 50320003 | 5/15/2019 | 6:00 PM | St. Ambrose-Brunswick / St. Ambrose - Field | Gesu (Lee) | 4 | Gilmour Academy | 12 |
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| 50320004 | 5/15/2019 | 7:00 PM | St. Ambrose-Brunswick / St. Ambrose - Field | Urban Community School | 7 | Gesu (Fitzgerald) | 9 |
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| 50320005 | 5/19/2019 | 6:00 PM | Gilm / Gilmour Academy Stadium | Gesu (Fitzgerald) | 5 | Gilmour Academy | 11 |
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