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| Fri | Oct 30 | G14W | Mayfield SS Dome | 20:00 | Guelph Jr. Gryphons Red U14G | 3 - 2 | King United Royals U14G |
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| Fri | Oct 30 | G14W | Mayfield SS Dome | 21:30 | Caledon United FC U14G | 0 - 0 | UMSC U14G Dev |
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| Fri | Oct 30 | B14W | Milton Magic Soccer Stadium Full Field | 20:00 | Milton Magic Blue U14B | 10 - 1 | Newmarket White U14B |
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| Fri | Oct 30 | G14R | Milton Magic Soccer Stadium Full Field | 21:30 | Milton Magic Blue U14G | 2 - 2 | Glen Shields Juve U14G |
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| Fri | Oct 30 | G14R | Wet N Wild Dome Full | 19:30 | Elite U14G | 1 - 3 | Force Black U14G |
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| Fri | Oct 30 | B14Blu | Wet N Wild Dome Full | 21:00 | KO Football Academy | U14B | 3 - 0 | Oshawa Turul Force U14B |
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| Sat | Oct 31 | G14B | Bradford Sports Dome | 11:00 | Newmarket Red U14G | | Aurora FC U14G |
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| Sat | Oct 31 | G14B | Bradford Sports Dome | 12:30 | DFC Union U14G | 0 - 4 | East York U14G |
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| Sat | Oct 31 | B14GD | Bradford Sports Dome | 14:00 | Wasaga Beach U14B | | Mooredale SC U14B |
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| Sat | Oct 31 | B16Gr | Bradford Sports Dome | 15:00 | Innisfil U16B | | The SA U16B |
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| Sat | Oct 31 | B14GD | Monarch Park Stadium | 14:00 | Toronto CB Grey Spurs U14B | 1 - 3 | Guelph Jr. Gryphons Black U14B |
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| Sat | Oct 31 | B16Gr | Monarch Park Stadium | 15:00 | Toronto CB Grey Falcons U16B | 0 - 1 | Oshawa Turul Synergy U16B |
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| Sat | Oct 31 | B14GD | Monarch Park Stadium | 16:00 | NY Cosmos U14B | 1 - 0 | Royal York FC White U14B |
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| Sat | Oct 31 | B14GT | Redeemer Indoor | 10:00 | Dutch Connections U14B | 4 - 0 | East Hamilton SC U14B |
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| Sat | Oct 31 | B14GD | Redeemer Indoor | 11:00 | Al Ahly Academy London U14B | 0 - 2 | Chantilly Forever U14B |
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| Sat | Oct 31 | G14R | Redeemer Indoor | 12:00 | Alliance FC Mustangs U14G | 1 - 2 | Vaughan U14G IM |
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| Sat | Oct 31 | B16Gr | Telus Dome (11v11) | 14:00 | Sporting FC U16B | 0 - 6 | NDUFC U16B |
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| Sat | Oct 31 | B16Gr | Telus Dome (11v11) | 15:00 | Emery Red U16B | 1 - 4 | Whitby FC White U16B |
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| Sat | Oct 31 | B14GT | Wet N Wild Dome Full | 11:30 | BSA U14B | 0 - 5 | Croatia Norval Red U14B |
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| Sat | Oct 31 | B14GD | Wet N Wild Dome Full | 12:30 | Royal York FC Blue U14B | 0 - 8 | Emery U14B |
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| Sat | Oct 31 | B14W | Wet N Wild Dome Full | 13:30 | IFC U14B YRSL | | KNSC Blue U14B |
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| Sat | Oct 31 | B14Blu | Wet N Wild Dome Full | 15:00 | Etobicoke Youth SC Energy White U14B | 2 - 1 | IFC U14B Grey |
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| Sat | Oct 31 | B14GT | Woodbridge Sports Dome Full | 15:00 | Wexford GSSA U14B | | Woodbridge Strikers U14B |
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| Sat | Oct 31 | B14GT | Woodbridge Sports Dome Full | 16:00 | EMSC U14B | 4 - 1 | Gladiator SA U14B |
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| Sun | Nov 1 | B14W | Bradford Sports Dome | 17:00 | Vaughan U14B YRSL | | Barrie Spirit White U14B |
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| Sun | Nov 1 | G14W | Bradford Sports Dome | 18:30 | Newmarket White U14G | | NT Nitros A U14G |
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| Sun | Nov 1 | B14GT | Mayfield SS Dome | 17:00 | Rustic AC U14B | | Storm FC U14B |
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| Sun | Nov 1 | G14R | Mayfield SS Dome | 18:00 | Puslinch Predators U14G | | SC Toronto Yellow U14G |
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| Sun | Nov 1 | G14B | Mayfield SS Dome | 19:30 | SSE 90 '2013G | | UMSC U14G |
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| Sun | Nov 1 | G14W | Redeemer Indoor | 10:30 | West Lincoln Warriors U14G | | Bryst FA U14G |
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| Sun | Nov 1 | B14W | Wet N Wild Dome Full | 14:30 | Bryst FA U14B Dev | | FFTW U14B |
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| Sun | Nov 1 | G14W | Wet N Wild Dome Full | 16:00 | SC Toronto Navy U14G | | Pickering FC Grey U14G |
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| Sun | Nov 1 | G14B | Wet N Wild Dome Full | 17:30 | Woodbridge Strikers U14G | | Pickering FC Black U14G |
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| Sun | Nov 1 | G14R | Wet N Wild Dome Full | 19:00 | THPFC Red U14G | | Toronto CB Wildcats U14G |
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| Sun | Nov 1 | B14W | Woodbridge Sports Dome Full | 16:00 | NT Nitros B U14B | | Pickering FC Black U14B |
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| Sun | Nov 1 | B14W | Woodbridge Sports Dome Full | 17:30 | Toronto CB Black Spurs U14B | | Toronto United FC C U14B |
