| 2023-09-01 19:00:54September 1, 2023 | Football: Georgetown Prep vs. Pallotti | 22 - 13 | 2023 Football Season | Pallotti High School |
| 2023-09-08 19:00:12September 8, 2023 | Football: Loyola Blakefield vs. Georgetown Prep | 7 - 23 | 2023 Football Season | Georgetown Preparatory School |
| 2023-09-15 18:00:34September 15, 2023 | Football: Woodberry Forest vs. Georgetown Prep | 25 - 28 | 2023 Football Season | Georgetown Preparatory School |
| 2023-09-29 19:00:03September 29, 2023 | Football: Georgetown Prep vs. Riverdale Baptist | 14 - 13 | 2023 Football Season | Riverdale Baptist School |
| 2023-10-07 14:00:58October 7, 2023 | Football: Georgetown Prep vs. Benedictine | 19 - 21 | 2023 Football Season | Benedictine College Prep |
| 2023-10-14 14:00:48October 14, 2023 | Football: Georgetown Prep vs. St. Stephen's & St. Agnes | 31 - 0 | 2023 Football Season | St. Stephen's & St. Agnes School |
| 2023-10-21 14:00:57October 21, 2023 | Football: Landon vs. Georgetown Prep | 21 - 24 | 2023 Football Season | Georgetown Preparatory School |
| 2023-10-28 14:00:58October 28, 2023 | Football: Episcopal vs. Georgetown Prep | 24 - 17 | 2023 Football Season | Georgetown Preparatory School |
