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| Tue | May 14 | B17E | North Maple Regional Park Turf # 2 | 21:00 | Vaughan B17 | | Toronto High Park FC B17 |
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| Tue | May 14 | B16Cup | Richmond Green West | 21:00 | Richmond Hill B16 | 2 - 0 | Rush Canada B16 |
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| Tue | May 14 | B16Cup | Stewart Burnett Park | 21:00 | Aurora FC B16 | 0 - 1 | Cambridge United B16 |
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| Wed | May 15 | B15W | 1Password - St Thomas 11v11 A | 20:00 | Whitecaps London B15 | | LFC IA Mississauga B15 |
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| Wed | May 15 | B15Cup | Bill Crothers Grass West | 19:00 | Unionville Milliken B15 | | Brampton SC B15 |
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| Wed | May 15 | B15W | Fountain St Soccer Complex #3 (Turf) | 20:00 | Cambridge United B15 | | Sigma FC B15 |
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| Wed | May 15 | B15E | Mount Joy Turf | 21:00 | Markham City B15 | | Pickering FC B15 |
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| Wed | May 15 | B15W | Redeemer | 21:00 | Hamilton United Elite B15 | | Oakville B15 |
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| Wed | May 15 | B15E | Richmond Green West | 21:00 | Richmond Hill B15 | | FC Durham Academy B15 |
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| Wed | May 15 | B15W | Sheridan Trafalgar Campus | 19:00 | Rush Canada B15 | | Burlington SC B15 |
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| Wed | May 15 | B15E | Stewart Burnett Park | 21:00 | Aurora FC B15 | | Vaughan B15 |
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| Wed | May 15 | B15E | Telus Dome (11v11) | 19:00 | Whitby FC B15 | | Toronto High Park FC B15 |
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| Thu | May 16 | B16Cup | Western Alumni Field | 20:45 | Whitecaps London B16 | | Toronto High Park FC B16 |
