| Sunday, April 6, 2014 | |
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| 11:00 AM* Rnd16 | - | 4 | ASA BLACK HAWKS | | | | Under 16 Boys Hagerstown Complex C | |
0 | Sac United White | | |
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| Saturday, April 12, 2014 | |
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| 8:30 AM* Quarter Final | - | 0 | MRM Swoosh 98B | | | | Under 16 Boys Hagerstown Complex C | |
5 | ASA BLACK HAWKS | | |
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| 10:30 AM* Quarter Final | - | 0 | MUFC 98 White | | | | Under 16 Boys Hagerstown Complex C | |
3 | TAPK RANGERS | | |
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| 12:30 PM* Quarter Final | - | 1 | Fred FC Frederick '98 Royal | | | | Under 16 Boys Hagerstown Complex C | |
3 | DSC ALLIANCE REVOLUTION | | |
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| 2:30 PM* Quarter Final | - | 2 | MRM 98B | | | | Under 16 Boys Hagerstown Complex C | |
3 | BAYS UNITED | | |
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| Saturday, April 26, 2014 | |
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| 8:30 AM* Semi Final | - | 3 | ASA BLACK HAWKS | | | | Under 16 Boys Hagerstown Complex C | |
0 | Tapk Rangers | | |
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| 10:30 AM* Semi Final | - | 2 | DSC ALLIANCE REVOLUTION | | | | Under 16 Boys Hagerstown Complex C | |
1 | BAYS United | | |
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| Saturday, May 3, 2014 | |
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| 10:45 AM* Final | - | 2 | ASA BLACK HAWKS | | | | Under 16 Boys Hagerstown Complex C | |
0 | DSC Alliance Revolution | | |
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