| Friday, September 4, 2020 | |
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| 4:00 PM* | - | 3 | FC RICHMOND FCR MAGIC CLASSIC '07.. | | | | Boys U14 Predator U14 Boys
0 | |
| 1 | Richmond Strikers 07 Premier | | |
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| Saturday, September 5, 2020 | |
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| 10:00 AM* | - | 1 | Virginia Legacy 07 Wizards Green | | | | Boys U14 Predator U14 Boys
0 | |
| 1 | Virginia FC Vafc U14 Pre Academy | | |
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| 2:00 PM* | - | 6 | RSK CHESTERFIELD 2007B ELITE BLUE | | | | Boys U14 Predator U14 Boys
0 | |
| 1 | Richmond Strikers 07 Premier | | |
|
| 4:00 PM* | - | 0 | Virginia FC Vafc U14 Pre Academy | | | | Boys U14 Predator U14 Boys
0 | |
| 4 | FREDERICKSBURG FC 2007 BOYS BLACK | | |
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| 8:00 PM* | - | 3 | Virginia Legacy 07 Wizards Green | | | | Boys U14 Predator U14 Boys
0 | |
| 3 | Fredericksburg FC 2007 Boys Black | | |
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| 8:00 PM* | - | 0 | FC Richmond Fcr Magic Classic '07 Boys | | | | Boys U14 Predator U14 Boys
0 | |
| 7 | RSK CHESTERFIELD 2007B ELITE BLUE | | |
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| Sunday, September 6, 2020 | |
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| 8:00 AM*
Semi Final | - | 4 | RSK CHESTERFIELD 2007B ELITE BLUE | | | | Boys U14 Predator U14 Boys
0 | |
| 1 | Virginia Legacy 07 Wizards Green | | |
|
| 8:00 AM*
Semi Final | - | 1 | FREDERICKSBURG FC 2007 BOYS BLACK | | | | Boys U14 Predator U14 Boys
0 | |
| 0 | FC Richmond Fcr Magic Classic '07 Boys | | |
|
| 12:00 PM*
Cons. | - | 0 | Richmond Strikers 07 Premier | | | | Boys U14 Predator U14 Boys
0 | |
| 1 | VIRGINIA FC VAFC U14 PRE ACADEMY | | |
|
| 2:00 PM*
Final | - | 1 | RSK CHESTERFIELD 2007B ELITE BLUE | | | | Boys U14 Predator U14 Boys
0 | |
| 0 | Fredericksburg FC 2007 Boys Black | | |
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