Saturday, April 27, 2019 |
| PWSI COURAGE 05B NPL | 0 | | RICHMOND KICKERS ELITE WHITE ' | 1 |
| RICHMOND STRIKERS 05 ELITE | 4 | | GFRSC 05B ELITE NPL | 0 |
| TIDEWATER SHARKS 2005 UNITED | 3 | | SOL FUTBOL CATORCE | 2 |
| STAFFORD SOCCER REVOLUTION 05B | 2 | | VSA 05B PRE ACADEMY NPL | 0 |
| VYS UNITED RED | 0 | | RICHMOND KICKERS U14 B ELITE B | 5 |
| FC VIRGINIA UNITED ELITE 05B | 1 | | DORADUS SDOR 05 PREMIER | 0 |
| CHANTILLY YOUTH CYA 05B PURPLE | 3 | | DORADUS SDOR 05 ELITE | 4 |
Saturday, May 4, 2019 |
| RICHMOND STRIKERS 05 ELITE | 1 | | TIDEWATER SHARKS 2005 UNITED | 2 |
| VILLARREAL VIRGINIA ACADEMY 20 | 3 | | DORADUS SDOR 05 ELITE | 0 |
| RICHMOND KICKERS U14 B ELITE B | 4 | | FC VIRGINIA UNITED ELITE 05B | 0 |
| STAFFORD SOCCER REVOLUTION 05B | 3 | | RICHMOND KICKERS ELITE WHITE ' | 2 |
Saturday, May 18, 2019 |
| RICHMOND KICKERS U14 B ELITE B | 6 | | TIDEWATER SHARKS 2005 UNITED | 2 |
| VILLARREAL VIRGINIA ACADEMY 20 | 5 | | STAFFORD SOCCER REVOLUTION 05B | 1 |
Sunday, May 19, 2019 |
| VILLARREAL VIRGINIA ACADEMY 20 | 0 | | RICHMOND KICKERS U14 B ELITE B | 2 |
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