| 2021-10-15 18:00:07October 15, 2021 | Football: Coolidge @ Ron Brown | 49 - 0 | Ron Brown High School |
| 2021-10-15 18:00:44October 15, 2021 | Football: Phelps @ Cardozo | 46 - 0 | Cardozo Education Campus |
| 2021-10-15 18:00:49October 15, 2021 | Football: Bell Multicultural High School @ Anacostia | 16 - 18 | Anacostia High School |
| 2021-10-15 19:00:17October 15, 2021 | Football: Paul VI @ St. Mary's Ryken | 20 - 37 | St. Mary's Ryken High School |
| 2021-10-16 12:00:35October 16, 2021 | Football: Eastern @ H. D. Woodson | 0 - 55 | H.D. Woodson High School |
| 2021-10-16 13:00:49October 16, 2021 | Football: Good Counsel @ Gonzaga | 17 - 0 | Gonzaga College High School |
| 2021-10-16 13:30:09October 16, 2021 | Football: Ireton @ O'Connell | 14 - 15 | Bishop O'Connell High School |
| 2021-10-16 14:00:05October 16, 2021 | Football: Ballou @ Wilson | 0 - 14 | Jackson Reed High School |
| 2021-10-16 14:00:22October 16, 2021 | Football: Episcopal @ Georgetown Prep | 0 - 35 | Georgetown Preparatory School |
| 2021-10-16 14:00:29October 16, 2021 | Football: Potomac School @ Flint Hill | 25 - 6 | Potomac School |
| 2021-10-16 14:00:35October 16, 2021 | Football: Bullis @ St. Albans | 6 - 20 | St. Albans School |
| 2021-10-16 14:00:49October 16, 2021 | Football: St. Stephen's & St. Agnes @ Landon | 28 - 26 | Landon School |
| 2021-10-16 14:15:58October 16, 2021 | Football: Saint John Paul The Great @ Maret | 0 - 28 | TBD |
| 2021-10-16 14:30:40October 16, 2021 | Football: FCA Bucks (DE) @ Sidwell Friends | 8 - 28 | Sidwell Friends School |
| 2021-10-16 18:00:02October 16, 2021 | Football: Theodore Roosevelt @ Dunbar | 28 - 21 | Dunbar High School |
| 2021-10-16 19:00:52October 16, 2021 | Football: DeMatha @ McNamara | 31 - 6 | Bishop McNamara High School |
