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| Sat | May 23 | B16 | Amesbury MS #1 | 11:00 | Gil Vicente FC Toronto | 1 - 6 | Southwest London FC |
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| Sat | May 23 | B16 | Avondale Stadium | 13:00 | SSE 90 -Blue Caledon | 2 - 3 | Newmarket SC Red |
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| Sat | May 23 | B16 | Brebeuf High School Turf | 15:00 | Mount Hamilton United SC | 0 - 8 | Toronto United FC IModel |
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| Sat | May 23 | B16 | Cherry Beach East | 14:00 | Toronto Cherry Beach Blackhawks | 0 - 1 | Lakeshore United FC IModel Mississauga |
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| Sat | May 23 | B16 | Concord Thornhill Turf | 11:00 | Glen Shields Juventus Academy | 1 - 7 | Mississauga ProStars |
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| Sat | May 23 | B16 | Downsview Park #2 | 15:30 | North Toronto Nitros | 1 - 1 | Etobicoke Energy White |
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| Sat | May 23 | B16 | Eglinton Flats 3 | 11:00 | Toronto High Park FC Red | 4 - 5 | North York Asante Elite |
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| Sat | May 23 | B16 | Henderson Park East | 13:00 | Bradford Wolves FC | 0 - 4 | Guelph Jr. Gryphons Red |
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| Sat | May 23 | B17 | Huron Park 2 Grass | 11:00 | Mississauga Stella Rossa FC iModel | 2 - 6 | Burlington Force Prospects |
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| Sat | May 23 | B16 | Iceland 1 | 13:00 | Mississauga Dixie Black | 6 - 1 | Barrie Spirit Blue |
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| Sat | May 23 | B16 | Julian de Guzman Turf | 13:00 | Ottawa Gloucester Hornets | 6 - 0 | Chantilly Forever FC Hamilton |
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| Sat | May 23 | B16 | Mayfield Sportsplex Turf | 13:00 | Mississauga City INTER | 3 - 7 | Erin Mills Eagles Green |
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| Sat | May 23 | B16 | Miss. Sports & Entertainment Centre 2 | 11:00 | International SC Mississauga | 0 - 7 | Jarvis SC Markham |
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| Sat | May 23 | B16 | Richmond Green Dome - Do Not Use | 17:15 | KO | Football Academy Richmond Hill | 1 - 3 | North Mississauga SC |
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| Sat | May 23 | B16 | Richmond Green West | 12:00 | Richmond Hill SC Green | 0 - 1 | Kitchener TFC Academy |
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| Sat | May 23 | B16 | St. Kateri Tekakwitha Turf | 15:00 | Halton Hawks FC | 0 - 7 | Mississauga Stella Rossa FC iModel |
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| Sat | May 23 | B16 | St. Roberts C.H.S. Turf | 13:00 | Thornhill Bolts | 4 - 0 | Toronto Azzurri SC IModel |
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| Sat | May 23 | B16 | Vaughan Grove Turf | 11:00 | Woodbridge Strikers IModel | 0 - 0 | Power FC Toronto |
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| Sat | May 23 | B16 | Villanova Turf | 13:00 | King City Royals | 10 - 2 | Greater Sudbury SC Impact |
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| Sat | May 23 | B16 | Western Mustang Field | 12:15 | London Alliance FC | 0 - 2 | Scarborough Olympic Flame FC |
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| Sat | May 23 | B16 | Weston Lions | 13:00 | North York FC | 5 - 2 | Guelph Gryphons |
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| Sat | May 23 | G17 | Youngs Sportsplex Turf #3 - 11v11 | 16:00 | Welland Wizards | 3 - 0 | Paris FC |
