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| Mon | May 21 | GU9 | Bayridge East | 18:30 | Kingston Clippers GU9 (2009) Courage | | Belleville GU09 Tsarouhas |
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| Mon | May 21 | BU9 | CFB Regiment Mini | 18:30 | Kingston Pegasus BU9 | | Kingston Clippers BU9 Fury |
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| Mon | May 21 | GU9 | Grenadier | 18:30 | Kingston United GU9 | | Kingston Clippers GU9 (2009) Pride |
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| Mon | May 21 | BU9 | Hillcrest Park 1 (Belleville) | 18:30 | Belleville BU09 Cox | | Kingston United BU9 |
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| Mon | May 21 | BU9 | Jim Beattie North Mini | 18:30 | Kingston Clippers BU9 Whitecaps | | Kingston Clippers BU9 Blizzard |
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| Mon | May 21 | BU9 | Quinte West - Centennial #7 | 18:30 | Quinte West BU9 | | Belleville BU09 Ojara |
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| Mon | May 21 | GU9 | Riverside A | 18:30 | Belleville GU09 Jianopoulos | | Kingston Pegasus GU9 |
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| Tue | May 22 | G10 | Grenadier | 18:30 | Kingston United GU10 Brown | | Quinte West GU10 |
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| Tue | May 22 | G10 | Hillcrest Park 2 (Belleville) | 18:30 | Belleville GU10 Shanes Auto | | Kingston United GU10 Standen |
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| Tue | May 22 | G10 | Jim Beattie North Mini | 18:30 | Kingston Clippers GU10 (2008) | | Belleville GU10 Interface |
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| Tue | May 22 | BU17 | John Machin International 2 | 18:30 | Kingston United BU17 | 1 - 1 | North Leeds BU17 |
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| Tue | May 22 | GU16 | Kin Park | 18:30 | North Leeds GU16 | 4 - 0 | Quinte West GU15 |
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| Tue | May 22 | B10 | Max Jackson | 18:30 | Kingston United BU10 Loken | | Kingston Clippers BU10 Fury |
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| Tue | May 22 | BU17 | Quinte West - Bain Park | 18:30 | Quinte West BU15 | 6 - 0 | Kingston United BU15 |
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| Tue | May 22 | BU17 | Quinte West - Bain Park | 20:00 | Quinte West BU17 | 1 - 2 | Belleville BU16 |
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| Tue | May 22 | B10 | Quinte West - Centennial #7 | 18:30 | Quinte West BU10 | | Kingston Clippers BU10 Blizzard |
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| Tue | May 22 | B10 | Riverside A | 18:30 | Belleville BU10 Canadian Tire | | Kingston United BU10 Bruff |
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| Tue | May 22 | GU16 | To Be Determined | 18:30 | St Lawrence United GU15 | 0 - 5 | Belleville GU14 |
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| Wed | May 23 | B11 | CFB Regiment Mini | 18:30 | Kingston Pegasus BU11 | | PECSA BU11 |
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| Wed | May 23 | B11 | John Machin 3 | 18:30 | Kingston United BU11 | | Kingston Clippers BU11 Whitecaps |
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| Wed | May 23 | G13/14 | John Machin International 1 | 18:30 | Kingston United GU14 White | 3 - 2 | Quinte West GU13 |
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| Wed | May 23 | G13/14 | MA Sills #4 | 18:30 | Belleville GU13 | 2 - 6 | Kingston Clippers GU14 (2004_5) District |
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| Wed | May 23 | BU14 | MA Sills #5 | 18:30 | Belleville BU13 | 10 - 2 | Kingston Clippers BU13 (2005) District |
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| Wed | May 23 | G11 | Quinte West - Centennial #10 | 18:30 | Quinte West GU11 | | Kingston United GU11 |
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| Wed | May 23 | B11 | Quinte West - Centennial #6 | 18:30 | Quinte West BU11 | | Belleville BU11 Andrus |
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| Wed | May 23 | BU14 | Woodbine #2 | 18:30 | Kingston Clippers BU14 (2004) District | 5 - 0 | Kingston United BU13 |
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| Wed | May 23 | B11 | Woodbine 3 East | 18:30 | Kingston Clippers BU11 Fury | | Kingston Clippers BU11 Blizzard |
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| Wed | May 23 | G11 | Woodbine 3 West | 18:30 | Kingston Clippers GU11 (2007) | | Belleville GU11 |
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| Thu | May 24 | GU18 | Jim Beattie East | 19:45 | Kingston Clippers GU18 (2000) District | 2 - 0 | St Lawrence United GU17 |
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| Thu | May 24 | U12 | John Machin 1 | 18:30 | Kingston United GU12 Gardner | | Kingston United GU12 Holah |
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| Thu | May 24 | U12 | Riverside B | 18:30 | Belleville GU12 | | Kingston Clippers GU12 (2006) |
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| Thu | May 24 | B12 | Riverside C | 18:30 | Belleville BU12 McKerral | | Kingston United BU12 |
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| Thu | May 24 | B12 | Woodbine 3 East | 18:30 | Kingston Clippers BU12 Fury | | Belleville BU12 Weido |
