| 2023-08-31 19:00:40August 31, 2023 | Football: Virginia Academy vs. Paul VI | 6 - 21 | 2023 Football Season | Paul VI High School |
| 2023-09-01 18:00:53September 1, 2023 | Football: Carroll vs. H.D. Woodson | 0 - 12 | 2023 Football Season | H.D. Woodson High School |
| 2023-09-01 18:30:45September 1, 2023 | Football: Calvert Hall vs. Gonzaga | 0 - 26 | 2023 Football Season | Gonzaga College High School |
| 2023-09-01 19:00:10September 1, 2023 | Football: Jones (FL) vs. Good Counsel | 14 - 40 | 2023 Football Season | Good Counsel High School |
| 2023-09-01 19:00:27September 1, 2023 | Football: Ireton vs. Our Lady of Mount Carmel | 16 - 22 | 2023 Football Season | Our Lady of Mount Carmel |
| 2023-09-01 19:00:37September 1, 2023 | Football: O'Connell vs. St. Stephen's & St. Agnes | 14 - 31 | 2023 Football Season | St. Stephen's & St. Agnes School |
| 2023-09-01 19:00:37September 1, 2023 | Football: St. Mary's vs. Bullis | 19 - 24 | 2023 Football Season | Bullis School |
| 2023-09-01 19:00:46September 1, 2023 | Football: St. Michael the Archangel vs. DeMatha | 7 - 48 | 2023 Football Season | DeMatha High School |
| 2023-09-01 19:00:50September 1, 2023 | Football: McNamara vs. St. Mary's Ryken | 40 - 0 | 2023 Football Season | St. Mary's Ryken High School |
| 2023-09-01 19:00:50September 1, 2023 | Football: Landon vs. John Carroll | 17 - 0 | 2023 Football Season | John Carroll High School |
| 2023-09-01 19:00:54September 1, 2023 | Football: Georgetown Prep vs. Pallotti | 22 - 13 | 2023 Football Season | Pallotti High School |
| 2023-09-01 19:00:58September 1, 2023 | Football: Maret vs. Joppatowne | 36 - 14 | 2023 Football Season | Joppatowne |
| 2023-09-02 13:00:20September 2, 2023 | Football: Norfolk Academy vs. Potomac School | 56 - 35 | 2023 Football Season | Potomac School |
| 2023-09-02 14:00:09September 2, 2023 | Football: Roosevelt vs. St. John's | 0 - 37 | 2023 Football Season | St. John's College High School |
| 2023-09-02 14:00:16September 2, 2023 | Football: Episcopal vs. The Hill School (PA) | 17 - 7 | 2023 Football Season | The Hill School |
| 2023-09-02 14:00:48September 2, 2023 | Football: St. Paul's vs. St. Albans | 31 - 14 | 2023 Football Season | St. Albans School |
| 2023-09-02 14:00:58September 2, 2023 | Football: Flint Hill vs. Woodberry Forest | 53 - 13 | 2023 Football Season | Woodberry Forest School |
| 2023-09-02 19:00:12September 2, 2023 | Football: North Cross (VA) vs. St. James | 51 - 6 | 2023 Football Season | Saint James School |
