| 2021-10-01 16:00:58October 1, 2021 | Football: Episcopal @ Collegiate School | 16 - 14 | Collegiate School |
| 2021-10-01 17:30:11October 1, 2021 | Football: Good Counsel @ St. Mary's Ryken | 38 - 25 | St. Mary's Ryken High School |
| 2021-10-01 18:00:06October 1, 2021 | Football: Cardozo @ McKinley Tech | 0 - 48 | McKinley Technology High School |
| 2021-10-01 18:00:16October 1, 2021 | Football: Wilson @ H. D. Woodson | 0 - 14 | H.D. Woodson High School |
| 2021-10-01 18:00:26October 1, 2021 | Football: Eastern @ Theodore Roosevelt | 0 - 54 | Theodore Roosevelt High School |
| 2021-10-01 18:00:30October 1, 2021 | Football: Dunbar @ Ballou | 58 - 0 | Ballou High School |
| 2021-10-01 19:00:02October 1, 2021 | Football: St. Stephen's & St. Agnes @ Manassas Park | 63 - 0 | Manassas Park High School |
| 2021-10-01 19:00:26October 1, 2021 | Football: Avalon @ Gonzaga | 34 - 49 | Gonzaga College High School |
| 2021-10-01 19:00:36October 1, 2021 | Football: Life Christian Academy (VA) @ DeMatha | 0 - 14 | DeMatha High School |
| 2021-10-02 12:00:08October 2, 2021 | Football: Ron Brown @ Anacostia | 6 - 64 | Anacostia High School |
| 2021-10-02 12:00:26October 2, 2021 | Football: Bell Multicultural High School @ Phelps | 48 - 0 | Phelps High School |
| 2021-10-02 12:00:48October 2, 2021 | Football: Annandale @ O'Connell | 6 - 30 | Bishop O'Connell High School |
| 2021-10-02 13:00:42October 2, 2021 | Football: Ireton @ St. John Paul the Great | 64 - 0 | Saint John Paul the Great Catholic High School |
| 2021-10-02 13:00:51October 2, 2021 | Football: Paul VI @ St. Albans | 7 - 20 | St. Albans School |
| 2021-10-02 14:00:03October 2, 2021 | Football: Flint Hill @ Sidwell Friends | 10 - 24 | Sidwell Friends School |
| 2021-10-02 14:00:32October 2, 2021 | Football: Maret @ St. James School | 15 - 29 | Saint James School |
| 2021-10-02 14:00:36October 2, 2021 | Football: Carroll @ McNamara | 21 - 0 | Bishop McNamara High School |
| 2021-10-02 14:30:34October 2, 2021 | Football: Bullis @ Potomac School | 33 - 14 | Potomac School |
| 2021-10-02 14:30:56October 2, 2021 | Football: Haveford School @ Landon | 21 - 14 | Landon School |
