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| Wed | May 18 | G13E | Bill Crothers Turf Centre | 19:00 | Unionville Milliken G13 | | Aurora FC G13 |
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| Wed | May 18 | B13W | Michelson Park #1Turf | 19:00 | Niagara Falls SC B13 | | Hamilton United Elite B13 |
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| Wed | May 18 | B13W | Pine Glen 4 | 19:00 | Oakville B13 | | North Toronto SC B13 |
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| Wed | May 18 | B14W | Redeemer | 19:00 | Hamilton United Elite B14 | | Sigma FC B14 |
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| Wed | May 18 | B17W | Redeemer | 21:00 | Hamilton United Elite B17 | | London TFC Academy B17 |
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| Wed | May 18 | B13W | RIM Park AF1 | 19:00 | BVB IA Waterloo B13 | | Burlington SC B13 |
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| Wed | May 18 | B15Cup | RIM Park AF1 | 21:00 | BVB IA Waterloo B15 | | North Mississauga B15 |
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| Wed | May 18 | B15Cup | Sheridan Trafalgar Campus | 19:00 | Rush Canada B15 | | Whitecaps London B15 |
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| Wed | May 18 | G14E | Stewart Burnett Park | 19:00 | Aurora FC G14 | | Pickering FC G14 |
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| Wed | May 18 | B13E | Vaughan Grove 1 | 19:00 | Woodbridge B13 | | Vaughan B13 |
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| Wed | May 18 | G15Cup | Wesley Clover Turf | 18:00 | West Ottawa G15 | | Kingston United SC G15 |
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| Thu | May 19 | G15Cup | Citywide Soccer | 20:00 | London TFC Academy G15 | | BVB IA Waterloo G15 |
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| Thu | May 19 | B14E | Kinsmen Park Large Turf Pickering | 19:00 | Pickering FC B14 | | Whitby FC B14 |
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| Thu | May 19 | G15Cup | Kinsmen Park Large Turf Pickering | 21:00 | Pickering FC G15 | | Aurora FC G15 |
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| Thu | May 19 | B17C | Sheridan Trafalgar Campus | 19:00 | Rush Canada B17 | | Toronto High Park FC B17 |
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| Thu | May 19 | G15Cup | Tecumseh Vista Academy | 20:00 | Tecumseh SC G15 | | Whitecaps London G15 |
