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| Fri | Oct 30 | G14W | Mayfield SS Dome | 20:00 | Guelph Jr. Gryphons Red U14G | | King United Royals U14G |
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| Fri | Oct 30 | B14W | Milton Magic Soccer Stadium Full Field | 20:00 | Milton Magic Blue U14B | | Newmarket White U14B |
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| Fri | Oct 30 | G14R | Milton Magic Soccer Stadium Full Field | 21:30 | Milton Magic Blue U14G | | Glen Shields Juve U14G |
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| Fri | Oct 30 | G14R | Wet N Wild Dome Full | 19:30 | Elite U14G | | Force Black U14G |
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| Fri | Oct 30 | B14Blu | Wet N Wild Dome Full | 21:00 | KO Football Academy | U14B | | 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 | | 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 | | Guelph Jr. Gryphons Black U14B |
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| Sat | Oct 31 | B16Gr | Monarch Park Stadium | 15:00 | Toronto CB Grey Falcons U16B | | Oshawa Turul Synergy U16B |
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| Sat | Oct 31 | B14GD | Monarch Park Stadium | 16:00 | NY Cosmos U14B | | Royal York FC White U14B |
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| Sat | Oct 31 | B14GT | Redeemer Indoor | 10:00 | Dutch Connections U14B | | East Hamilton SC U14B |
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| Sat | Oct 31 | B14GD | Redeemer Indoor | 11:00 | Al Ahly Academy London U14B | | Chantilly Forever U14B |
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| Sat | Oct 31 | G14R | Redeemer Indoor | 12:00 | Alliance FC Mustangs U14G | | Vaughan U14G IM |
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| Sat | Oct 31 | B16Gr | Telus Dome (11v11) | 14:00 | Sporting FC U16B | | NDUFC U16B |
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| Sat | Oct 31 | B16Gr | Telus Dome (11v11) | 15:00 | Emery Red U16B | | Whitby FC White U16B |
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| Sat | Oct 31 | B14GT | Wet N Wild Dome Full | 11:30 | BSA U14B | | Croatia Norval Red U14B |
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| Sat | Oct 31 | B14GD | Wet N Wild Dome Full | 12:30 | Royal York FC Blue U14B | | 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 | | 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 | | 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 | B14Blu | Treasure Hill Soccer Dome Centre Full | 08:00 | King United Royals U14B | | KNSC Red U14B |
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| Sun | Nov 1 | G14W | Treasure Hill Soccer Dome Centre Full | 09:30 | Vaughan U14G YRSL | | THPFC White U14G |
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| Sun | Nov 1 | B14Blu | Treasure Hill Soccer Dome Centre Full | 11:00 | Stouffville Mustangs Yellow U14B | | Toronto Azzurri U14B |
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| Sun | Nov 1 | B14Blu | Treasure Hill Soccer Dome Centre Full | 12:30 | NY Hearts West Ham U14B | | UMSC U14B |
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| Sun | Nov 1 | B14Blu | Treasure Hill Soccer Dome Centre Full | 14:00 | Markham Black U14B | | Pickering FC Grey U14B |
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| Sun | Nov 1 | B14Blu | Treasure Hill Soccer Dome Centre Full | 15:30 | York Jets U14B | | Asante Elite U14B |
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| Sun | Nov 1 | B14W | Treasure Hill Soccer Dome Centre Full | 17:00 | Stouffville Mustangs Blue U14B | | THPFC White U14B |
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| Sun | Nov 1 | B14W | Treasure Hill Soccer Dome Centre Full | 18:30 | RHSC White U14B | | SC Toronto Navy U14B |
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| Sun | Nov 1 | B14GD | Treasure Hill Soccer Dome Centre Full | 20:00 | Markham Gold U14B | | Sporting FC U14B |
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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 |
