| 2021-10-29 18:00:04October 29, 2021 | Football: McKinley Tech @ Phelps | 18:00:046:00 pm | Phelps High School |
| 2021-10-29 18:00:10October 29, 2021 | Football: Dunbar @ Wilson | 46 - 8 | Jackson Reed High School |
| 2021-10-29 18:00:33October 29, 2021 | Football: H. D. Woodson @ Theodore Roosevelt | 12 - 20 | Theodore Roosevelt High School |
| 2021-10-29 18:00:39October 29, 2021 | Football: Ron Brown @ Cardozo | 32 - 20 | Cardozo Education Campus |
| 2021-10-29 18:00:44October 29, 2021 | Football: Coolidge @ Anacostia | 9 - 0 | Anacostia High School |
| 2021-10-29 19:00:13October 29, 2021 | Football: Carroll @ Paul VI | 47 - 6 | Paul VI High School |
| 2021-10-30 12:00:29October 30, 2021 | Football: Saint John Paul the Great @ O'Connell | 13 - 25 | Bishop O'Connell High School |
| 2021-10-30 12:00:32October 30, 2021 | Football: Gonzaga @ McNamara | 14 - 0 | Bishop McNamara High School |
| 2021-10-30 12:00:40October 30, 2021 | Football: Maret @ Potomac School | 15 - 20 | Jackson Reed High School |
| 2021-10-30 13:00:50October 30, 2021 | Football: Bullis @ St. Stephen's & St. Agnes | 7 - 39 | St. Stephen's & St. Agnes School |
| 2021-10-30 13:00:52October 30, 2021 | Football: St. Mary's Ryken @ Ireton | 49 - 13 | Bishop Ireton High School |
| 2021-10-30 13:00:58October 30, 2021 | Football: Good Counsel @ St. John's | 21 - 34 | St. John's College High School |
| 2021-10-30 13:30:11October 30, 2021 | Football: St. Albans @ Georgetown Prep | 7 - 22 | Georgetown Preparatory School |
| 2021-10-30 13:30:55October 30, 2021 | Football: St. James School @ Sidwell Friends | 25 - 22 | Sidwell Friends School |
| 2021-10-30 14:00:14October 30, 2021 | Football: Landon @ Episcopal | 13 - 12 | Episcopal High School |
