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| Winner of bracket based on total points after round robin play. |
Round of 32 - Saturday, September 07, 2019| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 240181 | EC Lawrence Park | 12:00 PM | 3 | SYA Cardinals 05B Red | 2 | vs. | SDor U15 Premier | 0 | | 240185 | FFC Park | 12:00 PM | 9 | FFC 2005 Boys Black | 6 | vs. | PAC Elite 05 Navy | 1 | | 240189 | Striker park | 04:00 PM | 1 | 2005 (U15) Boys Elite Black | 2 | vs. | FSCI VISA Vasquez Academy 05 | 5 | | 240177 | West Springfield High School | 06:00 PM | 1 | SYC Lions 2005 Orange | 0 | vs. | NVSC 05B CCL Premiership | 1 |
Round of 16 - Saturday, September 21, 2019| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 240192 | Warhill Sports Complex | 10:00 AM | 2 | Virginia Legacy CCL | 3 | vs. | NVSC 05B CCL Premiership | 0 | | 240194 | Long Bridge Park | 10:30 AM | 3 | Arlington 2005B Red | 8 | vs. | SYA Cardinals 05B Red | 0 | | 240195 | HRSC | 01:00 PM | 6 | Beach FC 05B Red | 3 | vs. | Ciclones Black | 2 | | 240199 | South Forks Soccer Park | 01:00 PM | 3 | SOCA 05 U15B Elite | 7 | vs. | Barca Academy NoVa - 2005B Blue | 0 | | 240197 | Hellwig Memorial Park | 02:30 PM | 7 | SDor U15 Elite | 1 | vs. | FC Richmond U15 MAGIC | 0 | | 240193 | HRSC | 03:00 PM | 8 | VAR 05B Rush | 3 | vs. | Loudoun 05B Red | 0 | | 240198 | Witter Soccer | 04:30 PM | 2 | Alexandria 2005 Boys Red | 5 | vs. | FSCI VISA Vasquez Academy 05 | 0 | | 240196 | West Springfield High School | 06:00 PM | 1 | SYC Lions 2005 Blue | 5 | vs. | FFC 2005 Boys Black | 1 |
Quarter Final - Saturday, October 05, 2019| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 240200 | Warhill | 11:00 AM | Turf 2 | Virginia Legacy CCL | 4 | vs. | VAR 05B Rush | 5 | | 240202 | West Springfield High School | 01:00 PM | 1 | SYC Lions 2005 Blue | 3 | vs. | SDor U15 Elite | 1 | | 240201 | Long Bridge Park | 03:00 PM | 4 | Arlington 2005B Red | 8 | vs. | Beach FC 05B Red | 2 | | 240203 | Limerick Field | 05:00 PM | 1 | Alexandria 2005 Boys Red | 3 | vs. | SOCA 05 U15B Elite | 0 |
Semi-Final - Saturday, October 26, 2019| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 240205 | Publix Virginia Soccer Training Center | 11:00 AM | 6 | SYC Lions 2005 Blue | 3 | vs. | Alexandria 2005 Boys Red | 5 | | 240204 | Publix Virginia Soccer Training Center | 03:00 PM | 5 | VAR 05B Rush | 3 | vs. | Arlington 2005B Red | 0 |
Final - Sunday, November 03, 2019| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 240206 | Publix Virginia Soccer Training Center | 10:45 AM | 4 | VAR 05B Rush | 0 | vs. | Alexandria 2005 Boys Red | 1 |
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