| 2021-10-08 18:00:14October 8, 2021 | Football: Ron Brown @ McKinley Tech | 0 - 38 | McKinley Technology High School |
| 2021-10-08 18:00:18October 8, 2021 | Football: Cardozo @ Bell Multicultural High School | 0 - 56 | Bell Multicultural High School |
| 2021-10-08 18:00:22October 8, 2021 | Football: H. D. Woodson @ Ballou | 47 - 0 | Ballou High School |
| 2021-10-08 18:00:38October 8, 2021 | Football: Eastern @ Dunbar | 0 - 55 | Dunbar High School |
| 2021-10-08 18:00:52October 8, 2021 | Football: Phelps @ Coolidge | 0 - 57 | Coolidge High School |
| 2021-10-08 18:00:56October 8, 2021 | Football: Wilson @ Theodore Roosevelt | 6 - 36 | Theodore Roosevelt High School |
| 2021-10-08 19:00:22October 8, 2021 | Football: Gonzaga @ DeMatha | 6 - 30 | DeMatha High School |
| 2021-10-08 19:00:33October 8, 2021 | Football: St. Stephen's & St. Agnes @ Episcopal | 14 - 28 | Episcopal High School |
| 2021-10-08 19:00:43October 8, 2021 | Football: Riverdale Baptist @ Bullis | 12 - 27 | Bullis School |
| 2021-10-08 19:00:53October 8, 2021 | Football: Potomac School @ Paul VI | 13 - 41 | Paul VI High School |
| 2021-10-09 13:00:23October 9, 2021 | Football: St. Mary's Ryken @ O'Connell | 30 - 0 | Bishop O'Connell High School |
| 2021-10-09 14:00:20October 9, 2021 | Football: McNamara @ St. John's | 0 - 35 | St. John's College High School |
| 2021-10-09 14:00:30October 9, 2021 | Football: St. James @ Flint Hill | 17 - 14 | Flint Hill School |
| 2021-10-09 14:00:36October 9, 2021 | Football: Georgetown Prep @ Benedictine | 7 - 48 | Benedictine College Preparatory |
| 2021-10-09 14:00:37October 9, 2021 | Football: Ireton @ Carroll | 14 - 56 | Archbishop Carroll High School |
