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| Sat | Oct 23 | U13B | Mississauga Stadium | 10:00 | Milton YSC Blue U13B | | Vaughan Azzurri U13B |
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| Sat | Oct 23 | U13B | Mississauga Stadium | 11:00 | Milton YSC White U13B | | Thornhill Bolts U13B |
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| Sat | Oct 23 | U13B | Mississauga Stadium | 12:00 | Brampton SC Navy U13B | | CTSA Jarvis U13B |
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| Sat | Oct 23 | U14G | Mississauga Stadium | 13:00 | Alliance FC Mustangs U14G | 1 - 0 | Brampton SC U14G |
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| Sat | Oct 23 | U16G | Mississauga Stadium | 15:00 | Erin Mills Eagles U16G | 2 - 0 | Richmond Hill SC U16G |
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| Sat | Oct 23 | U15BR | Mississauga Stadium | 16:00 | Brampton Navy U15B | 1 - 0 | King United U15B |
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| Sat | Oct 23 | U15BR | Mississauga Stadium | 17:00 | Milton YSC Blue U15B | 0 - 4 | Thornhill Bolts U15B |
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| Sat | Oct 23 | U16G | Mississauga Stadium | 18:00 | Genesis FA U16G | 3 - 1 | North Toronto SC U16G |
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| Sat | Oct 23 | U18B | Mississauga Stadium | 20:00 | Caledon FC U18B | 2 - 0 | Bolton Wanderers SC U18B |
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| Sat | Oct 23 | U21M | Mississauga Stadium | 21:00 | Milton U21 | 4 - 0 | Sporting FC U21 |
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| Sat | Oct 23 | U18G | Pine Glen Indoor Full | 19:20 | Ancaster Legacy FC U18G | 1 - 0 | Berlin Football Academy U18G |
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| Sat | Oct 23 | U18G | Pine Glen Indoor Full | 20:15 | Hamilton United Elite Soccer U18G | 0 - 0 | Rockwood FC U18G |
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| Sat | Oct 23 | U21M | Pine Glen Indoor Full | 21:10 | Brampton SC U21 | 0 - 3 | FC Berlin U21 |
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| Sat | Oct 23 | U14BW | Soccer Centre Indoor | 11:00 | Markham SC U14B | 0 - 2 | OKD Sports SC U14B |
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| Sat | Oct 23 | U14BW | Soccer Centre Indoor | 12:00 | Newmarket SC U14B | 5 - 1 | Richmond Hill SC U14B |
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| Sat | Oct 23 | U15BR | Soccer Centre Indoor | 14:00 | Markham U15B | 0 - 5 | FC Toronto U15B |
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| Sat | Oct 23 | U15G | Soccer Centre Indoor | 15:00 | Oak Ridges SC U15G | 0 - 0 | Milton YSC White U15G |
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| Sat | Oct 23 | U15G | Soccer Centre Indoor | 16:00 | North Toronto U15G | 8 - 0 | Aurora Stingers U15G |
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| Sat | Oct 23 | U16B | Soccer Centre Indoor | 17:00 | Vaughan Azzurri MS U16B | 1 - 1 | Thornhill Thunder U16B |
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| Sat | Oct 23 | U16B | Soccer Centre Indoor | 18:00 | Aurora FC U16B | 0 - 1 | Clarkson SC U16B |
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| Sat | Oct 23 | U18G | Soccer Centre Indoor | 19:00 | Oshawa Kicks SC U18G | 4 - 0 | Caledon SC Athletics U18G |
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| Sat | Oct 23 | U18B | Soccer Centre Indoor | 20:00 | Oshawa Turul SC U18B | 3 - 0 | Toronto United FC U18B |
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| Sat | Oct 23 | U18B | Soccer Centre Indoor | 21:00 | Woodbridge Strikers U18B | 2 - 0 | Union FC U18B |
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| Sat | Oct 23 | U21M | Soccer Centre Indoor | 22:00 | Dutch Connections U21 | 1 - 2 | Union FC U21 |
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| Sat | Oct 23 | U13B | Wet N Wild Dome Full | 14:00 | Milton YSC Grey U13B | | Newmarket Red U13B |
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| Sat | Oct 23 | U13B | Wet N Wild Dome Full | 15:00 | Rexdale SC U13B | | King United Royals U13B |
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| Sat | Oct 23 | U16B | Wet N Wild Dome Full | 16:00 | York Jets U16B | 1 - 3 | CTSA Jarvis U16B |
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| Sat | Oct 23 | U16G | Wet N Wild Dome Full | 17:00 | EYSC Blizzard U16G | 1 - 1 | King United Royals U16G |
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| Sat | Oct 23 | U18G | Wet N Wild Dome Full | 18:00 | Union FC U18G | 3 - 0 | Burlington YSC U18G |
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| Sat | Oct 23 | U17G | Wet N Wild Dome Full | 19:00 | Brampton SC U17G | 2 - 1 | Woodbridge Strikers U17G |
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| Sun | Oct 24 | U15BR | Mississauga Stadium | 12:00 | CTSA Jarvis U15B | 3 - 1 | Vaughan Azzurri SD U15B |
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| Sun | Oct 24 | U17G | Mississauga Stadium | 13:00 | Glen Shields U17G | 0 - 1 | North Toronto Nitros U17G |
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| Sun | Oct 24 | U17G | Mississauga Stadium | 14:00 | Milton Blue U17G | 4 - 1 | Whitby FC SR U17G |
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| Sun | Oct 24 | U17G | Mississauga Stadium | 15:00 | Cherry Beach SC U17G | 0 - 3 | Oak Ridges Knights U17G |
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| Sun | Oct 24 | U17G | Mississauga Stadium | 16:00 | Cambridge United U17G | 1 - 2 | Whitby FC U17G |
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| Sun | Oct 24 | U17BR | Soccer Centre Indoor | 15:00 | Cherry Beach SC U17B | 3 - 0 | Newmarket United U17B |
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| Sun | Oct 24 | U17BR | Soccer Centre Indoor | 17:00 | Oshawa Kicks U17B | 4 - 1 | Milton YSC Blue U17B |
