| 2021-11-05 18:00:04November 5, 2021 | Football: H. D. Woodson @ Wilson | 24 - 15 | Jackson Reed High School |
| 2021-11-05 18:00:33November 5, 2021 | Football: McKinley Tech @ Coolidge | 0 - 28 | Coolidge High School |
| 2021-11-05 18:00:47November 5, 2021 | Football: Bell Multicultural High School @ Ron Brown | 56 - 6 | Ron Brown High School |
| 2021-11-05 18:00:47November 5, 2021 | Football: Ballou @ Dunbar | 0 - 49 | Dunbar High School |
| 2021-11-05 18:00:47November 5, 2021 | Football: Anacostia @ Cardozo | 2 - 0 | Cardozo Education Campus |
| 2021-11-05 18:00:56November 5, 2021 | Football: Theodore Roosevelt @ Eastern | 2 - 0 | Eastern High School |
| 2021-11-05 18:30:32November 5, 2021 | Football: St. John's @ Gonzaga | 20 - 17 | Gonzaga College High School |
| 2021-11-05 19:00:11November 5, 2021 | Football: Carroll @ St. Mary's Ryken | 33 - 26 | St. Mary's Ryken High School |
| 2021-11-05 19:00:23November 5, 2021 | Football: Landon @ Bullis | 27 - 24 | Bullis School |
| 2021-11-05 19:00:30November 5, 2021 | Football: O'Connell @ Paul VI | 3 - 23 | Paul VI High School |
| 2021-11-05 19:00:59November 5, 2021 | Football: DeMatha @ Good Counsel | 28 - 0 | Good Counsel High School |
| 2021-11-06 12:00:08November 6, 2021 | Football: Sidwell Friends @ Potomac School | 7 - 40 | Potomac School |
| 2021-11-06 13:30:38November 6, 2021 | Football: St. James @ Kiski School (PA) | 46 - 27 | |
| 2021-11-06 13:30:43November 6, 2021 | Football: Georgetown Prep @ St. Stephen's & St. Agnes | 17 - 7 | St. Stephen's & St. Agnes School |
| 2021-11-06 14:00:06November 6, 2021 | Football: St. Albans @ Episcopal | 14 - 0 | Episcopal High School |
| 2021-11-06 14:00:36November 6, 2021 | Football: Maret @ Flint Hill | 40 - 6 | Flint Hill School |
