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| Mon | Oct 5 | C2G15 | G.A. Wright | 19:00 | South Simcoe United Gu15 IM C2 | 0 - 6 | Whitby Gu15 IM C2 |
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| Mon | Oct 5 | C2G15 | Holy Cross SS - Peterborough | 20:00 | Cavan FC Gu15 IM C2 | 3 - 0 | Toronto HP Gu15 IM C2 |
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| Mon | Oct 5 | C2G15 | Milliken Mills Complex E | 19:00 | Umsc Gu15 IM C2 | 6 - 2 | Richmond Hill Gu15 IM C2 |
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| Tue | Oct 6 | B13IM | Bethesda 9v9 #2 | 19:00 | Ssc Bu13 IM | | King United Bu13 IM |
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| Tue | Oct 6 | B15IM3 | Crosby Park Richmond Hill | 19:00 | Oak Ridges SWA Bu15 IMC3 D1 | | RH White Bu15 IMC3 |
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| Tue | Oct 6 | B13IM | G.S. Gaston Sports Park A | 18:00 | South Simcoe Bu13 IM | | KO Bu13 IM |
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| Tue | Oct 6 | B13IM | Gostick Park #2 | 18:00 | Muskoka United Bu13 IM | | Umsc Bu13 IM |
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| Tue | Oct 6 | B13IM | Joe Magani Field | 18:30 | Bradford Wolves Bu13 IM | | Prime FC Bu13 IM |
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| Tue | Oct 6 | C2B16 | Villanova Turf | 19:00 | King United Bu16 IM C2 | | Barrie Bu16 IM C2 |
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| Wed | Oct 7 | B15IM3 | Dr. Denison Turf - Newmarket | 21:00 | Newmarket White Bu15 IMC3 D1 | | South Simcoe Bu15 IMC3 |
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| Wed | Oct 7 | B15IM3 | Sonoma Turf | 21:15 | Knsc Bu15 IMC3 | | Bradford Wolves Bu15 IMC3 |
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| Wed | Oct 7 | B15IM3 | Verstraten Park | 19:00 | Barrie White Bu15 IMC3 D1 | | Ssc Bu15 IMC3 D1 |
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| Wed | Oct 7 | C2B14 | Zanchin Automotive Soccer Centre Stadium | 19:15 | Bryst Bu14 IM C2 | | Thornhill Bu14 IM C2 |
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| Thu | Oct 8 | B15IM3 | Crosby Park Richmond Hill | 21:00 | Oak Ridges Bu15 IMC3 | | Umsc Bu15 IMC3 D1 |
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| Thu | Oct 8 | C2B17 | Mount Joy Turf | 19:00 | Markham Bu17 IM C2 | | Woodbridge Bu17 IM C2 |
