| 2021-09-10 15:30:50September 10, 2021 | Football: St. Christopher's @ St. Stephen's & St. Agnes | 21 - 7 | St. Stephen's & St. Agnes School |
| 2021-09-10 18:00:12September 10, 2021 | Football: Parkside @ Cardozo | 2 - 0 | Cardozo Education Campus |
| 2021-09-10 18:00:40September 10, 2021 | Football: Bell Multicultural High School @ Wilson | 12 - 7 | Jackson Reed High School |
| 2021-09-10 18:00:41September 10, 2021 | Football: Phelps @ Sidwell | 0 - 61 | Sidwell Friends School |
| 2021-09-10 18:00:48September 10, 2021 | Football: St. Albans @ Liberty | 41 - 20 | Liberty High School |
| 2021-09-10 18:30:59September 10, 2021 | Football: St. Mary's Ryken @ Gonzaga | 0 - 19 | Gonzaga College High School |
| 2021-09-10 19:00:15September 10, 2021 | Football: Flint Hill @ Paul VI | 7 - 41 | Paul VI High School |
| 2021-09-10 19:00:23September 10, 2021 | Football: Friendship Collegiate @ Good Counsel | 0 - 45 | Good Counsel High School |
| 2021-09-10 19:00:57September 10, 2021 | Football: Episcopal @ DeMatha | 6 - 42 | DeMatha High School |
| 2021-09-11 12:00:58September 11, 2021 | Football: Archbishop Curley @ O'Connell | 31 - 10 | Bishop O'Connell High School |
| 2021-09-11 14:00:57September 11, 2021 | Football: St. John's vs. Cardinal Hayes | 7 - 38 | St. John's College High School |
| 2021-09-11 14:50:32September 11, 2021 | Football: McKinley Tech vs. Georgetown Prep | 20 - 14 | McKinley Technology High School |
| 2021-09-11 15:00:34September 11, 2021 | Football: Theodore Roosevelt @ Coolidge | 46 - 12 | Coolidge High School |
| 2021-09-11 15:00:59September 11, 2021 | Football: Maret @ Ron Brown | 43 - 0 | Jackson Reed High School |
| 2021-09-11 19:00:13September 11, 2021 | Football: Independence @ Bishop Ireton | 42 - 6 | Bishop Ireton High School |
| 2021-09-11 19:00:22September 11, 2021 | Football: Potomac School @ Saint John Paul the Great Catholic High School | 22 - 0 | Saint John Paul the Great Catholic High School |
